Apoptosis is defined as a process of deliberate cell suicide in a multicellular organism. It is one of the main types of programmed cell death (PCD), and involves an orchestrated series of biochemical events leading to a characteristic cell morphology and death.

The apoptotic process is executed in such a way as to safely dispose of dead cells and fragments.

Apoptosis is a crucial element of the ontogenesis of multicellular organisms. Any aberration in it may lead to neoplastic events, to cancer and to death of the entire organism. Therefore, the Fermentek "Apoptosis related products” are of use in biological and medical research. Some have been the basis for the development of novel drugs.

Citrinin

Citrinin
Molecular Formula
C13H14O5
M.W.
250.25
CAS number
518-75-2
MSDS
Source
Penicillium citrinum
Fermentek product Code
CIT-001
Brand/grade
For research
Appearance
Yellow crystalline solid
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear yellow solution at 10mg/ml Dichloromethane
Names and identifiers

IUPAC Name           (3R,4S)-8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid

RTECS DJ2275000  

EU number
208-257-2
Description

Citrinin is a mycotoxin capable of inducing mitochondrial permeability transition. Citrinin also inhibits microtubule polymerization

InChl Key
CBGDIJWINPWWJW-IYSWYEEDSA-N
Canonical SMILES
CC1C(OC=C2C1=C(C(=C(C2=O)C(=O)O)O)C)C
Isomeric SMILES
C[C@@H]1[C@H](OC=C2C1=C(C(=C(C2=O)C(=O)O)O)C)C
Solubility ( literature )

Slightly soluble in water. Soluble in dilute alkaline solutions. Soluble in methanol, ethanol, acetonitrile

Compound Classification

Benzopyran mycotoxin

Apoptosis inducer

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Open carefully – Lyophilized solid under vacuum
Applications

Initially isolated as a broad-spectrum antibiotic.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Deleted CAS Numbers
Value
11003-17-1; 16051-41-5
Title
Transport information
Value
Pg III
Title
CN code
Value
29419000
Title
Annex III inventory
Value
# Suspected carcinogen: The Toolbox profiler Carcinogenicity (genotox and nongenotox) alerts by ISS gives an alert for carcinogenicity; CAESAR Carcinogenicity model in VEGA (Q)SAR platform predicts that the chemical is Carcinogen (moderate reliability); I
Title
REACH status
Value
These pre-registration intentions were submitted to ECHA between 1 June and 1 December 2008
Signal to sort
C

Cerulenin

Cerulenin
Molecular Formula
C12H17NO3
M.W.
223.27
CAS number
17397-89-6
MSDS
Source
Cephalosporium caerulens
Fermentek product Code
CER-001
Brand/grade
For research
Appearance
White to off white powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 5mg/ml of Dichloromethane
Names and identifiers

Synonyms

  • Cerulenin
  • Helicocerin

IUPAC Name: (2R,3S)-3-[(4E,7E)-Nona-4,7-dienoyl]oxirane-2-carboxamide

Systematic name: (2R,3S)-3-[(4E,7E)-4,7-Nonadienoyl]-2-oxiranecarboxamide

RTECS: JR1670000

EU number
241-424-8
Chemical name
7,10-Dodecadienamide, 2,3-epoxy-4-oxo-
Description

Cerulenin: an antifungal antibiotic, fatty acids and sterols biosynthesis inhibitor.

InChl Key
GVEZIHKRYBHEFX-NQQPLRFYSA-N
Canonical SMILES
CC=CCC=CCCC(=O)C1C(O1)C(=O)N
Isomeric SMILES
C/C=C/C/C=C/CCC(=O)[C@@H]1[C@@H](O1)C(=O)N
Solubility ( literature )

Cerulenin is soluble in DMSO, Methanol, Ethanol, Dichloromethane, Acetone, Benzene and most common solvents. Concentrations up to 20 mg/ml can be achieved. Slightly soluble in H2O. Concentrations up to 0.2 mg/ml are achievable.Not soluble in Petrol Ether.Attention: Cerulenin is unstable in aqueous solutions, and very unstable in basic solutions

Compound Classification

 

  • Fatty acid antibiotic.
  • Apoptosis inducer
  • Antifungal antibiotic
  • Mycobacteria inhibitor
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Applications

Cerulenin was originally proposed as antifungal antibiotic. Cerulenin is used as a biochemical tool. Cerulenin has been shown to cause dramatic weight loss in animals. Cerulenin blocks synthesis of fatty acids and sterols by binding to the enzyme fatty-acid-synthase. In some tumor lines, this triggers apoptosis., an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FAS pathway.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Oral Toxicity Mouse
Value
547 mg/kg ; category 4
Title
Deleted CAS Numbers
Value
11052-24-7; 23557-85-9
Title
Transport information
Value
Not regulated/not hazardous
Title
stability comments
Value
in higher pH, not stable. use some acidifier
Signal to sort
C

Brefeldin A

Brefeldin A
Molecular Formula
C16H24O4
M.W.
280.36
CAS number
20350-15-6
Source
Eupenicillium brefeldianum
Fermentek product Code
BRF-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
198°C-215°C
Solubility test
Clear colorless solution at 10 mg/ml Methanol
Names and identifiers

Synonyms:

  •         Nectrolide;
  •         Synergisidin;
  •         Cyanaein;
  •         Ascotoxin
  •         Cyanein
  •         Decumbin
  •         Brefeldin A

EC# :     606-528-3

 Systematic name:

(1R,2E,6S,10E,11aS,13S,14aR)-1,13-Dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one

RTECS: GY8410000

EU number
606-528-3
Description

Brefeldin A is a macrocyclic lactone from fungal source, exhibiting a wide range of antibiotic activity.

InChl Key
KQNZDYYTLMIZCT-HHMYAMTESA-N
Canonical SMILES
CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O
Isomeric SMILES
C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C\C(=O)O1)O)O
Solubility ( literature )

Methanol, Ethanol, Dichloromethane, DMSO, acetone or ethyl acetate

Compound Classification
  • Macrocyclic lactone antibiotic.
  • Antifungal
  • Antiviral
  • Protein Synthesis Inhibitor
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Applications

Inhibitor of protein translocation from endoplasmic reticulum (ER) to the Golgi apparatus.
Inhibitor of intracellular protein transport and protein secretionA macrolide isolated from Penicillium brefeldianum. It affects the vesticular transport of the Golgi apparatus and induces DNA fragmentation which leads to apoptosis.

 

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Warnings

NotAnimal

No animal ingredients

NotGMO

Product natural

Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Pg III
Title
sig
Value
203729
Title
TSE
Value
F
Signal to sort
B

Borrelidin

Borrelidin
Molecular Formula
C28H43NO6
M.W.
489.64
CAS number
7184-60-3
MSDS
Source
Streptomyces sp.
Fermentek product Code
BOR-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
106°C-114°C
Solubility test
Clear colorless solution at 10 mg/ml of Methanol or DMSO or Chloroform
Names and identifiers
  • Treponemycin
  • Cyclopentanecarboxylic acid
  • 2-[(4E,6E)-7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl]cyclopentanecarboxylic acid
  • RTECS ED8750000
EU number
811-923-0
Description

Borrelidin is a macrolide-polyketide antibiotic displaying anti-viral, anti-bacterial, anti-malarial, and anti-angiogenic properties.

InChl Key
OJCKRNPLOZHAOU-UGKRXNSESA-N
Canonical SMILES
CC1CC(CC(C(C(=CC=CCC(OC(=O)CC(C(C1)C)O)C2CCCC2C(=O)O)C#N)O)C)C
Isomeric SMILES
C[C@H]1C[C@H](C[C@@H]([C@H](/C(=C\C=C\C[C@H](OC(=O)C[C@@H]([C@H](C1)C)O)[C@@H]2CCC[C@H]2C(=O)O)/C#N)O)C)C
Solubility ( literature )

Borrelidin is soluble in DMF, DMSO, Ethanol, Ethyl acetate, Methanol

Compound Classification
  • Cyclin-dependent kinase (CDK) inhibitor ;
  • Antiviral agent
  • Anti- Angiogenetic agent
  • Apoptosis inducer
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Applications

Borrelidin, a potent antifungal agent

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Deleted CAS Numbers
Value
1403-11-8; 97328-74-0
Title
Transport information
Value
Not hazardous for transport
Title
Inhibitor of:
Value
threonyl aminoacyl-tRNA synthetase; cyclin-dependent kinase (CDK).
Signal to sort
B

Beauvericin

Beauvericin
Molecular Formula
C45H57N3O9
M.W.
783.95
CAS number
26048-05-5
Source
Beauveria bassiana
Fermentek product Code
BEA-001
Brand/grade
For research
Appearance
white crystalline powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
147°C-152°C
Solubility test
Clear colorless solution at 1mg/ml of Methanol; Clear colorless solution at 1mg/ml of Acetonitrile
Description

Beauvericin is a mycotoxin derived from the mould Beauveria bassiana, Fusarium strains and other moulds. Beauvericin belongs to the enniatin family of antibiotics. Beauvericin is a cyclic hexadepsipeptide with alternating L-N-methylphenylalanyl and D-a-hydroxyisovaleryl residues. While being toxic to insects, it is quite harmless for humans.

InChl Key
GYSCAQFHASJXRS-FFCOJMSVSA-N
Canonical SMILES
CC(C)C1C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
Isomeric SMILES
CC(C)[C@@H]1C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O1)CC2=CC=CC=C2)C)C(C)C)CC3=CC=CC=C3)C)C(C)C)CC4=CC=CC=C4)C
Solubility ( literature )

Beauvericin insoluble in water but soluble in organic solvents

Compound Classification

Oligopeptide, ionophore, antibiotic

Storage, handling
Deep frozen (-15 oC to - 20 oC)
Applications

Beauvericin is active against Gram+ bacteria, mycobacteria, insects, brine shrimp. Beauvericin shows cytotoxic, Immunosuppressant, and apoptotic activity. Beauvericin is the most potent specific inhibitor of cholesterol acyltransferase and possesses ionophoric properties. Beauvericin increases ion permeability in biological membranes by forming a complex with essential cations (Ca2+, Na+, K+), which may affect the ionic homeostasis.

Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Signal to sort
B

Bafilomycin A1

Bafilomycin A1
Molecular Formula
C35H58O9
M.W.
622.83
CAS number
88899-55-2
MSDS
Source
Streptomyces griseus
Fermentek product Code
BFA-001
Brand/grade
For research
Appearance
Yellow to white powder
Purity by HPLC
≥95% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
150°C-166°C
Solubility test
Clear colorless to yellow solution at 5mg/ml Methanol or DMSO
Names and identifiers

IUPAC Name: (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-8-Hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one

EU number
621-324-4
Description

Bafilomycin A1 is toxic macrolide antibiotic acts as a specific inhibitor of vacuolar-type H+-ATPase. It acts as autophagy Inhibitor

InChl Key
XDHNQDDQEHDUTM-JQWOJBOSSA-N
Canonical SMILES
CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C(C)C)C)O)O)O)OC)C
Isomeric SMILES
C[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)C(C)C)C)O)O)O)OC)/C
Solubility ( literature )

Soluble in 100% ethanol, methanol or DMSO.

Compound Classification

Macrolide antibiotic

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Protect from light !
Use the original container to store the product.
Keep the lid tightly closed.
Store under argon.
Other vendors may recommend higher temperatures for storage.
Applications

Bafilomycin A1 is a specific inhibitor of vacuolar type H+-ATPase (V-ATPase) in animal cells, plant cells and microorganisms. Bafilomycin A1 is useful in distinguishing among different types of ATPases. Bafilomycin A1 can prevent the re-acidification of synaptic vesicles once they have undergone exocytosis. Antibacterial, Antifungal, Antineoplastic, Immunosuppressive Bafilomycin A1 has been shown to decrease multi-drug resistance.

Bafilomycin A1, inhibits vacuolar-​ATPase.
It is a potassium ionophore that impairs mitochondrial functions.
It activates respiration of neuronal cells via uncoupling associated with flickering depolarization of mitochondria.
Bafilomycin A1 has been commonly used as a method of inhibition of infection by viruses known or suspected to follow the path of receptor-​mediated endocytosis and low-​pH-​mediated membrane fusion
Vacuolar ATPase inhibitors overcome Bcl-​xL-​mediated chemoresistance through restoration of a caspase-​independent apoptotic pathway.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Title
storage
Value
TRC,Merck: under inert gas+hygros+light
Signal to sort
B

Aureothricin

Aureothricin
Molecular Formula
C9H10N2O2S2
M.W.
242.30
CAS number
574-95-8
Source
Streptomyces luteosporeus
Fermentek product Code
AUR-001
Brand/grade
For research
Appearance
Yellow crystalline powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
280°C-285°C
Solubility test
Clear yellow solution at 1 mg/ml DMSO or DMF
Names and identifiers

IUPACK name:

N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)propanamide;

N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-propanamide;

Chemical names:

Aureothricin; Propionopyrrothine; Farcinicin

 

Chemical name
N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolopyrrol-6-yl)-propanamide
Description

 Aureothricin is a small-molecule antibiotic containing sulfur,  with many valuable antibacterial, antifungal and anti-angiogenetic properties. Chemically it is an analog of Thioluthin.

InChl Key
UGZYFXMSMFMTSM-UHFFFAOYSA-N
Canonical SMILES
CCC(=O)NC1=C2C(=CSS2)N(C1=O)C
Solubility ( literature )

Aureothricin is soluble in Dichloromethane, DMSO and DMF. Moderately soluble in low alcohols such as Methanol and Ethanol. It is more hydrophobic than thiolutin; practically insoluble in water.

Compound Classification
  • Dithiolopyrrolone
  • Pyrrolidinone antibiotic
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Avoid exposing to strong direct light.
Applications

RNA polymerase inhibitor Angiogenesis inhibitor Inhibitor of tumour-cell induced angiogenesis in vivo. Antineoplastic properties. Antibacterial and antifungal properties.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Signal to sort
A

Apicidin

Apicidin
Molecular Formula
C34H49N5O6
M.W.
623.80
CAS number
183506-66-3
Source
Fusarium sp.
Fermentek product Code
API-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
187°C-193°C
Solubility test
Clear colorless solution at 1 mg /ml Ethanol or DMSO
Names and identifiers

Synonyms:

  • apicidin C

IUPAC name:

  • (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone

RTECS XJ6094046 

EU number
635-755-0
Description

Apicidin is a mycotoxin which may occur naturally, as a result of Fusarium fungi growing on improperly stored foods.

Apicidin is a potent cell permeable inhibitor of histone deacetylase.

 

InChl Key
JWOGUUIOCYMBPV-GMFLJSBRSA-N
Canonical SMILES
CCC(C)C1C(=O)N2CCCCC2C(=O)NC(C(=O)NC(C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC
Isomeric SMILES
CC[C@H](C)[C@H]1C(=O)N2CCCC[C@@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC
Solubility ( literature )

Ethanol, DMSO, Dichloromethane. Slightly soluble in water, methanol.

Compound Classification
  • Cyclic peptide antibiotic
  • Mycotoxin
  • Antiprotozoal
  • HDAC inhibitor
  • Angiogenesis inhibitor
Applications

Cyclic peptide antibiotic with broad spectrum antiparasitic and antiprotozoan activity. An histone deacetylase inhibitor, Anti-angiogenic; Apoptosis inductor.

Disclaimer
Refer to MSDS for further safety and handling instructions.
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Title
research fields
Value
Systemic lupus erythematosus; Autoimmune diseases; Rheumatoid arthritis; Histone deacetylation;
Title
Safety comments
Value
RTECS only specifies mutagenity. Whoever says it is toxic, has no data to support
Signal to sort
A

Aphidicolin

Aphidicolin
Molecular Formula
C20H34O4
M.W.
338.48
CAS number
38966-21-1
MSDS
Source
Nigrospora oryzae
Fermentek product Code
APH-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
228°C-233°C
Solubility test
Clear colorless solution at 50mg/ml of DMSO, 10mg/ml of Methanol
Names and identifiers

 RTECS: PB9185000

EU number
609-602-3
Description

Aphidicolin is an antiviral antibiotic produced by Nigrospora oryzae and other fungi. Aphidicolin inhibits the growth of eukaryotic cells and certain animal viruses by selectively inhibiting the cellular replication of DNA polymerase II or the viral-induced DNA polymerases. The drug may be useful for controlling excessive cell proliferation in patients with cancer, psoriasis or other dermatitis, while having no effect on non-multiplying cells.

InChl Key
NOFOAYPPHIUXJR-APNQCZIXSA-N
Canonical SMILES
CC12CCC(C(C1CCC3C24CCC(C(C3)C4)(CO)O)(C)CO)O
Isomeric SMILES
C[C@]12CC[C@H]([C@@]([C@@H]1CC[C@@H]3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O
Solubility ( literature )

Methanol, DMSO

Compound Classification

tetracyclic mycotoxin

DNA polymerase A inhibitor

Antiviral

Chemical classification:

  • A tetracyclic diterpene antibiotic.

Biological classification:

  • Antiviral, antimithotical
  • Specific inhibitor of DNA polymerase A

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Applications

Aphidicolin inhibits the growth of eukaryotic cells and certain animal viruses by selectively inhibiting the cellular replication of DNA polymerase II or the viral-induced DNA polymerases. The drug may be useful for controlling excessive cell proliferation in patients with cancer, psoriasis or other dermatitis with little or no adverse effect upon non-multiplying cells.Aphidicolin is a tool in cell proliferation and differentiation research. Aphidicolin may possibly be used for controlling excessive cell proliferation in cancer, psoriasis or other dermatitis with little or no adverse effect upon non-multiplying cells.

Disclaimer
Refer to MSDS for further safety and handling instructions.
Ingredient type
Fermentek product
Available since
Title
Additional Comments
Value
Elemental analysis may be performed for some lots
Title
Transport information
Value
Not hazardous for transport
Title
sig
Value
178273
Title
TSE
Value
F
Signal to sort
A

Anisomycin

Anisomycin
Molecular Formula
C14H19NO4
M.W.
265.30
CAS number
22862-76-6
Source
Streptomyces griseolus
Fermentek product Code
ANI-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
139°C-145°C
Solubility test
Clear colorless solution at 10mg/ml Ethyl Acetate
Names and identifiers

Synonyms : Flagecidin

IUPAC Name: [(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate

EU number
245-269-7
Description

Anisomycin is a protein synthesis inhibitor. It binds to the 60S ribosomal subunits and prevents the formation of peptide bond, and consequently, the chain elongation.

InChl Key
YKJYKKNCCRKFSL-RDBSUJKOSA-N
Canonical SMILES
CC(=O)OC1C(CNC1CC2=CC=C(C=C2)OC)O
Isomeric SMILES
CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O
Solubility ( literature )

Anisomycin is soluble in DMSO, Ethyl-Acetate, Dichloromethane. Slightly soluble in water

Compound Classification

Biological action classification

  • Protein Synthesis Inhibitor
  • Nucleic Acid Synthesis Inhibitor

Chemical classification

  • Pyrrolinin class antibiotic
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Applications

Originally discovered by Sobin and Tanner in 1954, Anisomycin was identified as an antibiotic active against protozoa such as Trichomonas and fungi and yeasts, and was considered as a potential human anti-candidal and anti-amoebic drug. Sobin, B. A., and F. W. Tanner, Jr. 1954. Anisomycin, a new antiprotozoa antibiotic. J. Am. Chem. Soc. 76:4053. As such, Anisomycin was put by GONZALEZ CONSTANDSE to clinical trials in 1955: Anisomycin in intestinal amebiasis; study of 30 clinical casesPrensa Med Mex. 1956 Sep-Dec;21(7-10):114-5 Anisomycin is also proposed as a potential psychiatric drug, as it is shown to affect protein synthesis an Amygdala, a brain part involved in memory(1). The earliest usage of Anisomycin in research on memory biochemistry was made by Jonec and Walsterlain in 1979 . Again, this property of Anisomycin is ascribed to its ability to inhibit protein synthesis. Effect of inhibitors of protein synthesis on the development of kindled seizures in rats.Jonec V, Walsterlain CG.Exp Neurol. 1979 Dec;66(3):524-32 Recently, publications appear showing the immunomodulating properties on Anisomycin. This discovery leads to researches on the potential use of Anisomycin in transplantation: Anisomycin inhibits the behaviors of T cells and the allogeneic skin transplantation in mice.Xing F et al,J Immunother. 2008 Nov-Dec;31(9):858-70 In the field of cell-signaling research, Anisomycin is used as an activator of kinase cascades in mammalian cells, especially the stress-activated Protein Kinase (SAPK2/p38MAPK) and p46/54JNK Anisomycin is a selective ingredientof Martin Lewis Agar, a bacteriological solid medium used for isolation of pathogenic Neisseria species. Martin, J. E., Jr., and J. S. Lewis. 1977. Anisomycin: improved antimycotic activity in modified Thayer-Martin medium. Public Health Lab. 35:53-62

Disclaimer
For Research use only
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
PG III
Title
tse
Value
P
Signal to sort
A