Leupeptin hemisulfate

Molecular Formula

C20H38N6O4 1/2 (H2SO4)

M.W.

475.60

CAS number

103476-89-7

Details

Source

Synthetic

Fermentek product Code

LEU-001

Brand/grade

For research

Specifications

Appearance

White to Off-White powder

Purity by HPLC

≥96% ; refer to CoA for more data

Solubility test

Clear colorless to faint yellow solution at 50mg/ml of Water

Chemical identification

Names and identifiers

Synonyms:

N-acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate
L-Leucinamide, N-acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]- hemisulfate
L-Leucinamide, N-acetyl-L-leucyl-N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-, (S)- hemisulfate
N-Acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-L-niacinamide hemisulfate
Acetyl-L-leucyl-L-leucyl-L-argininal
Leupeptin hemisulfate
55123-66-5: parent compound CAS number (Leupeptin)

Chemical names:

IUPAC:

(2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diamino methylidene amino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide

RTECS#

OH6240000 (Belongs to Leupeptins)

EU number

600-443-5

Chemical name

(2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diamino methylidene amino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide

Description

Leupeptin is a membrane-permeable reversible protease inhibitor of serine and cysteine proteases. Leupeptin inhibits plasmin, trypsin, papain, kallikrein, cathepsin B, and calpain.
Leupeptin is also a lysosomal inhibitor.

Chemically, Leupeptin is a tripeptide.

InChl Key

CIPMKIHUGVGQTG-VFFZMTJFSA-N

Canonical SMILES

CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O

Isomeric SMILES

CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O

Further Information

Solubility ( literature )

Reportedly, Salts of leupeptin are reported to be soluble in water, ethanol, acetic acid, and DMF.

Compound Classification

Tripeptide