FMOC-S-trityl-L-cysteine

FMOC-S-trityl-L-cysteine
  • CAS No.:103213-32-7
Other grades of this product :
FMOC-S-trityl-L-cysteine Basic information
Product Name:FMOC-S-trityl-L-cysteine
Synonyms:FMOC-CYSTEINE(TRT)-OH;FMOC-CYS(TRT);FMOC-CYS(TRT)-OH;FMOC-L-CYSTEINE(TRITYL);FMOC-L-CYSTEINE (TRT);FMOC-L-CYS(TRITYL);FMOC-L-CYS(TRT);FMOC-L-CYS(TRT)-OH
CAS:103213-32-7
MF:C37H31NO4S
MW:585.71
EINECS:600-408-4
Product Categories:Cysteine [Cys, C];Fmoc-Amino Acids and Derivatives;Pharmaceutical Intermediates;Fluorenes, Flurenones;Amino Acids;Fmoc-Amino acid series;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids
Mol File:103213-32-7.mol
FMOC-S-trityl-L-cysteine Chemical Properties
Melting point 170-173 °C(lit.)
alpha 16 º (c=1, THF)
Boiling point 763.4±60.0 °C(Predicted)
density 1.270±0.06 g/cm3(Predicted)
refractive index 18 ° (C=1, THF)
storage temp. 2-8°C
form Powder
pka3.70±0.10(Predicted)
color White to almost white
optical activity[α]20/D +16.0±2°, c = 1% in THF
Water Solubility Insoluble in water. Soluble in most organic solvents.
BRN 4221286
InChIKeyKLBPUVPNPAJWHZ-UMSFTDKQSA-N
CAS DataBase Reference103213-32-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-26
WGK Germany 3
9-21
Hazard Note Irritant
HS Code 29309090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
FMOC-S-trityl-L-cysteine Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesIt is potentially useful for proteomics studies, and solid phase peptide synthesis techniques. Cysteine is versatile amino acid involved with many biological processes, including the formation of disulfide bonds - a critical component of protein structure. This compound could be useful as an unusual amino acid analog to aid in the deconvolution of protein structure and function.
UsesFmoc-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.
General DescriptionThe standard derivative for Fmoc SPPS of peptides containing Cys [1]. The Trt group is removed with 95% TFA containing 1-5% TIS. Ideally, this derivative should be introduced using the symmetrical anhydride or DIPCDI/HOBt activation [2,3] to minimize enantiomerization. If activation with uronium or phosphonium reagents, such as HBTU or PyBOP?, is to be employed, it is strongly recommended that collidine is used as the base [4], as this has been shown to significantly reduce loss of optical integrity during coupling.The product number for this product was previously 04-12-1018.To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
FMOC-S-trityl-L-cysteine Preparation Products And Raw materials

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