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459313

Sigma-Aldrich

Boc-Cys(Trt)-OH

97%, for peptide synthesis

Synonym(s):

N-(tert-Butoxycarbonyl)-S-trityl-L-cysteine, Nα-Boc-S-trityl-L-cysteine

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About This Item

Linear Formula:
(C6H5)3CSCH2CH[NHCO2C(CH3)3]CO2H
CAS Number:
21947-98-8
Molecular Weight:
463.59
Beilstein:
2028965
EC Number:
244-674-6
MDL number:
MFCD00038251
UNSPSC Code:
12352209
PubChem Substance ID:
24869538
NACRES:
NA.22

product name

Boc-Cys(Trt)-OH, 97%

Assay

97%

optical activity

[α]20/D +27.5°, c = 1 in ethanol

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

143-146 °C (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@@H](CSC(c1ccccc1)(c2ccccc2)c3ccccc3)C(O)=O

InChI

1S/C27H29NO4S/c1-26(2,3)32-25(31)28-23(24(29)30)19-33-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,28,31)(H,29,30)/t23-/m0/s1

InChI key

JDTOWOURWBDELG-QHCPKHFHSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD9014
BCCC0154
BCBX0736
BCBH3156V
1450989V

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Sunithi Gunasekera et al.
International journal of peptide research and therapeutics, 19(1), 43-54 (2013-03-19)
The development of synthetic methodologies for cyclic peptides is driven by the discovery of cyclic peptide drug scaffolds such as the plant-derived cyclotides, sunflower trypsin inhibitor 1 (SFTI-1) and the development of cyclized conotoxins. Currently, the native chemical ligation reaction
Yang Zhang et al.
ACS applied materials & interfaces, 11(31), 27529-27535 (2019-07-11)
Characterizing over-expressed enzymes or biomarkers in living cells is critical for the molecular understanding of disease pathology and consequently for designing precision medicines. Herein, a "switch-on" probe is designed to selectively detect γ-glutamyl transpeptidase (GGT) in living cells via a
Naohisa Ogo et al.
Bioorganic & medicinal chemistry letters, 17(14), 3921-3924 (2007-05-26)
Inhibition of Eg5 represents a novel approach for the treatment of cancer. Here, we report the synthesis and structure-activity relationship of S-trityl-L-cysteine (STLC) derivatives as Eg5 inhibitors. Some of these derivatives such as 4f demonstrated enhanced inhibitory activity against Eg5

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