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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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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