FMOC-L-CYS(PHACM)-OH

Inquiry

Cat Number

INT159680214

CAS Number

159680-21-4

If you have any other questions, please contact our experts.

Product Detail Description Customer Q&A

CAS Number

159680-21-4

Storage

2-8℃

Synonyms

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((2-phenylacetamido)methyl)thio)propanoic ac;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((2-phenylacetamido)methyl)thio)propanoic acid;Fmoc-L-Cys(phacm)

Molecular Formula

C27H26N2O5S

Molecular Weight

490.57

Smiles

C(O)(=O)[C@H](CSCNC(CC1=CC=CC=C1)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

Boiling Point

782.7℃

Relative Density

1.32

pKa

3.41

General Description

FMOC-L-CYS(PHACM)-OH is an Fmoc-protected L-cysteine derivative where the thiol group is protected by a phenylacetamidomethyl (Phacm) group. This protection is specifically designed for complex disulfide bond engineering.

Mechanism of Action

It operates as a regioselectively protected cysteine monomer. The Phacm group is stable to acidic deprotection but can be cleaved using specialized reagents like penicillin G acylase or iodine, allowing for the controlled formation of multiple disulfide bridges.

Application

It is primarily applied in the synthesis of cysteine-rich peptides such as insulin, conotoxins, and defensins where multiple, specific disulfide pairings are required.