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About This Item
Empirical Formula (Hill Notation):
C37H31NO4S
CAS Number:
Molecular Weight:
585.71
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
4221286
Quality Level
assay
≥95.0% (sum of enantiomers, HPLC)
optical activity
[α]20/D +16.0±2°, c = 1% in THF
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
mp
170-173 °C (lit.)
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-8°C
SMILES string
OC(=O)[C@H](CSC(c1ccccc1)(c2ccccc2)c3ccccc3)NC(=O)OCC4c5ccccc5-c6ccccc46
InChI
1S/C37H31NO4S/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/t34-/m0/s1
InChI key
KLBPUVPNPAJWHZ-UMSFTDKQSA-N
General description
Fmoc-Cys(Trt)-OH is an amino acid commonly used in the Fmoc solid-phase peptide synthesis.
Application
Fmoc-Cys(Trt)-OH is an N-terminal protected cysteine derivative used in peptide synthesis. Some of the examples are:
- Synthesis of mono- and bi-functionalized platinum(IV) complexes to target angiogenic tumor vasculature.
- Synthesis of proteins through native chemical ligation of peptide hydrazides as thioester surrogates via solid-phase synthesis.
- Synthesis of glycoconjugates by conjugating reducing sugars to cysteine residues of peptides.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Conjugated platinum (IV)? peptide complexes for targeting angiogenic tumor vasculature.
Mukhopadhyay S, et al.
Bioconjugate Chemistry, 19(1), 39-49 (2007)
A double-click approach to the protecting group free synthesis of glycoconjugates.
Alexander S R, et al.
Organic & Biomolecular Chemistry, 16(8), 1258-1262 (2018)
Chemical synthesis of proteins using peptide hydrazides as thioester surrogates.
Zheng J S, et al.
Nature Protocols, 8(12), 2483-2483 (2013)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 47695-100G | 04061832372808 |
| 47695-1KG | 04061826222812 |
| 47695-25G | 04061832372815 |
| 47695-5G | 04061832372822 |