S-p-Methoxybenzyl-L-cysteine

S-p-Methoxybenzyl-L-cysteine is an L-cysteine derivative in which the thiol side chain is protected as an S-alkyl thioether bearing a p-methoxybenzyl (PMB) group, while the molecule retains the amino acid backbone with an α-amino group and a carboxyl group. The sulfur atom is substituted to form a stable thioether, preventing free thiol reactivity, and the L stereochemistry indicated in the name specifies the configuration at the α-carbon. In peptide synthesis and related chemical biology workflows, this protected cysteine analogue functions as a thiol-masked building block that can be handled under conditions where unprotected cysteine would undergo side reactions, and it can serve as a precursor for later thiol unmasking to enable disulfide formation or site-specific conjugation.

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

CAT No: CP00641

CAS No:2544-31-2

Synonyms/Alias:2544-31-2;H-Cys(pMeOBzl)-OH;H-Cys(4-MeO-Bzl)-OH;(R)-2-Amino-3-((4-methoxybenzyl)thio)propanoic acid;S-p-Methoxybenzyl-L-cysteine;CHEMBL302212;S-(4-Methoxybenzyl)-L-cysteine;s-(4-methoxybenzyl)cysteine;(R)-2-Amino-3-(4-methoxy-benzylsulfanyl)-propionic acid;AmbotzHAA6100;SCHEMBL530442;2-Amino-3-[thio]propanoic acid;CTK3J1670;MolPort-006-701-254;PQPZSPJVMUCVAQ-JTQLQIEISA-N;ZINC2384785;BDBM50213724;AKOS010377512;AM81682;RTR-030890;AJ-35120;AK-81238;KB-60613;ST24026407;V1213;MFCD00037207;H-Cys(Mob)-OH;s-p-methoxybenzylcysteine;SCHEMBL530442;FD21236;HY-W012075;DA-64061;DS-16178;M03081;(R)-3-(4-methoxybenzylthio)-2-aminopropanoic acid;S-(4-Methoxybenzyl)-L-cysteine (H-L-Cys(Mob)-OH);(2R)-2-Amino-3-[(4-methoxyphenyl)methylsulfanyl]propanoic acid;(2R)-2-AMINO-3-{[(4-METHOXYPHENYL)METHYL]SULFANYL}PROPANOIC ACID

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M.F/Formula
C11H15NO3S
M.W/Mr.
241.3
Sequence
Three Letter Code:H-Cys(Mob)(Mob)-OH
Abbr
H-Cys(4-Mob)-OH
InChI
1S/C11H15NO3S/c1-15-9-4-2-8(3-5-9)6-16-7-10(12)11(13)14/h2-5,10H,6-7,12H2,1H3,(H,13,14)/t10-/m0/s1
InChI Key
PQPZSPJVMUCVAQ-JTQLQIEISA-N
Canonical SMILES
COC1=CC=C(C=C1)CSCC(C(=O)O)N

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