Skip to Content
Merck
CN

47695

Fmoc-Cys(Trt)-OH

≥95.0% (sum of enantiomers, HPLC)

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine, Nα-Fmoc-S-trityl-L-cysteine

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

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
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


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.



Still not finding the right product?

Explore all of our products under Fmoc-Cys(Trt)-OH


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



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

SKUGTIN
47695-100G04061832372808
47695-1KG04061826222812
47695-25G04061832372815
47695-5G04061832372822