47695

Fmoc-Cys(Trt)-OH

≥95.0% (sum of enantiomers, HPLC)

• Synonym(s): N-(9-Fluorenylmethoxycarbonyl)-S-trityl-L-cysteine, N_α-Fmoc-S-trityl-L-cysteine
• Empirical Formula (Hill Notation): C₃₇H₃₁NO₄S
• CAS Number: 103213-32-7
• Molecular Weight: 585.71
• Beilstein: 4221286
• MDL number: MFCD00038538
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57651084
• NACRES: NA.26

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• 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