Microcystin LR

Molecular Formula:

C49H74N10O12

CAS number:

101043-37-2

EU number:

621-323-9

Fermentek product code:

MCLR

Source:

Microcystis aeruginosa

Brand/grade:

For research

Specifications

Appearance:

White to green to blue powder

Purity by HPLC:

≥98% ; refer to CoA for more data

Solubility test:

Clear colorless solution at 1mg/ml Methanol

Chemical identification

Names and identifiers:

Synonyms:

Cyanoginosin-LR
Toxin T 17
cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl]

Chemical names:

IUPAC:

HSDB 7751

RTECS GT2810000

Chemical name:

Cyanoginosin LA, 5-L-arginine-

Description:

Microcystin-LR (MC-LR) is a toxin produced by fresh water cyanobacteria. It is the most toxic of the microcystins, tumor promoter, and potent and selective inhibitor of protein phosphatase 2A (PP2A). It is considered to be cell-impermeable with the exception of hepatocytes which take it up via an organic anion pump. Microcystin-LR (MC-LR) is a strong hepatotoxin. It is also a suspected Reproductive toxicity agent.

Molecular weight:

995.17

InChl Key:

ZYZCGGRZINLQBL-DABAWSACSA-N

Canonical SMILES:

CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C

Isomeric SMILES:

C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C

Further Information

Solubility ( literature ):

Soluble in DMSO , methanol , Ethanol.

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.

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

Composition

Ingredient type:

Fermentek product

Supply related information

Supply related comments:

Customs: Laboratory reagents-38220000

This compound is on the Dual Use list. An import permit may be needed

Transport safety: class 6.1 PG I

Publications

Microcystin LR Shows Cytotoxic Activity Against Pancreatic Cancer Cells Expressing the Membrane OATP1B1 and OATP1B3 Transporters
VALENTINOS KOUNNIS et al
ANTICANCER RESEARCH 35: 5857-5866 (2015)

Male reproductive toxicity induced by Microcystin-leucine-arginine (MC-LR).
Xu G et al
Toxicon. 2022 Apr 30;210:78-88. DOI: 10.1016/j.toxicon.2022.02.007. PMID: 35150660.

The latest advances in the reproductive toxicity of microcystin-LR
Shiyu Zhang, et al.
Environ Res; 2021 Jan;192:110254. DOI: 10.1016/j.envres.2020.110254

An overview of the toxic effect of potential human carcinogen Microcystin-LR on testis.
Lone Y et al
Toxicol Rep. 2015 Jan 27;2:289-296. DOI: 10.1016/j.toxrep.2015.01.008. eCollection 2015.; PMID: 2896236

Microcystin-LR ameliorates pulmonary fibrosis via modulating CD206 + M2-like macrophage polarization
Jie Wang et al
Cell Death & Disease volume 11, Article number: 136 (2020)
PMID: 32075954 PMCID: PMC7031231 DOI: 10.1038/s41419-020-2329-z

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Books:

Defense Against Toxin Weapons
David R. Franz
https://usamriid.health.mil/education/defensetox/toxdefbook.pdf

Special Info

Available since:

2021

Other Fields

Title:

Deprecated CAS

Value:

128657-50-1