Structure

Fmoc-Cys(STmp)-OH

CAS
1403834-74-1
Catalog Number
ACM1403834741
Category
Amino Acids
Molecular Weight
541.64
Molecular Formula
C27H27NO7S2

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Specification

Description
Fmoc-Cys(STmp)-OH is a novel new tool for the regioselective synthesis of multiple disulfide bridged peptides by Fmoc SPPS. The STmp group is stable to piperidine but is extremely easy to remove by mild thiolysis. Albericio has reported removing four STmp groups on the solid phase with only three 5 minute treatments of 0.1 M N-methylmorpholine (NMM) in DMF containing 5% DTT.
Synonyms
Fmoc-Cys(STmp)-OH, N-α-Fmoc-S-2,4,6-trimethoxyphenylthio-L-cysteine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2,4,6-trimethoxyphenyl)disulfanyl]propanoic acid
Canonical SMILES
COC1=CC(=C(C(=C1)OC)SSCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC
InChI
1S/C27H27NO7S2/c1-32-16-12-23(33-2)25(24(13-16)34-3)37-36-15-22(26(29)30)28-27(31)35-14-21-19-10-6-4-8-17(19)18-9-5-7-11-20(18)21/h4-13,21-22H,14-15H2,1-3H3,(H,28,31)(H,29,30)/t22-/m0/s1
InChI Key
GADCBXMSWHDNAU-QFIPXVFZSA-N
Boiling Point
742.3±60.0 ℃at 760 mmHg
Flash Point
402.7±32.9 ℃
Density
1.4±0.1 g/cm3
Application
Peptide synthesis.
Exact Mass
541.122864
Form
powder
Functional Group
thiol
LogP
6.61
MDL Number
MFCD27957369
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Refractive Index
1.669
Storage Temperature
15-25℃
Vapor Pressure
0.0±2.6 mmHg at 25℃
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