S-Allyl-L-cysteine

S-Allyl-L-cysteine is a sulfur-containing, proteinogenic amino acid derivative featuring the cysteine backbone with an S-allyl thioether substituent on the side-chain thiol, retaining the L-configuration at the alpha carbon. The molecule contains a free amino group and a free carboxyl group, while the side-chain sulfur is present as a thioether (not a free thiol), which alters nucleophilicity and provides a hydrophobic allyl handle for further chemical modification. In biochemical and synthetic workflows, it is used as a cysteine analog for preparing thioether-functionalized peptides and conjugates, as a substrate or reference material in chemical biology studies involving sulfur chemistry, and as a labeled or modifiable building block for generating more complex amino acid derivatives.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP02402

CAS No:21593-77-1

Synonyms/Alias:S-allyl-L-cysteine;21593-77-1;S-Allylcysteine;(R)-3-(Allylthio)-2-aminopropanoicacid;DL-S-Allylcysteine;UNII-81R3X99M15;CHEBI:74077;(R)-Allylthio-2-aminopropionicAcid;L-DEOXYALLIIN;L-Cysteine,S-2-propenyl-;CCRIS7667;s-allyl-cysteine;49621-03-6;SCHEMBL119989;S-prop-2-en-1-yl-L-cysteine;CHEMBL2048654;L-Cysteine,S-2-propen-1-yl;CTK4E7224;MolPort-007-988-449;ZFAHNWWNDFHPOH-YFKPBYRVSA-N;ZINC2517162;Benzoicacid,2-(3-methylbenzoyl)-;ANW-24504;MFCD00151975;AKOS002683883

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M.F/Formula
C6H11NO2S
M.W/Mr.
161.22
Abbr
S-Allyl-L-cysteine
InChI
1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
InChI Key
ZFAHNWWNDFHPOH-YFKPBYRVSA-N
Canonical SMILES
C=CCSCC(C(=O)O)N

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