What is the Fmoc-S-acetamidomethyl-L-cysteine?

Fmoc-S-acetamidomethyl-L-cysteine is white or off-white crystalline powder, while it's Molecular Formula is C21H22N2O5S. white or off-white crystalline powder Fmoc-cys(acm)-oh, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

What is the CAS number for Fmoc-S-acetamidomethyl-L-cysteine?

The CAS number of Fmoc-S-acetamidomethyl-L-cysteine is 86060-81-3.

What is Fmoc-S-acetamidomethyl-L-cysteine (86060-81-3) used for?

Fmoc-S-acetamidomethyl-L-cysteine, also known as Fmoc-cys(acm)-oh, is an amino acid building block that plays a crucial role in peptide synthesis. It is a derivative of the naturally occurring amino acid L-cysteine, with an Fmoc (9-fluorenylmethoxycarbonyl) protecting group and an acetamidomethyl (AcM) moiety attached to the sulfur atom. This modification enhances the stability and solubility of the molecule, making it an ideal component for the synthesis of various peptides and proteins.InChI:InChI=1/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m1/s1

Product classification

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86060-81-3

Product Name：Fmoc-S-acetamidomethyl-L-cysteine
Molecular Formula：C₂₁H₂₂N₂O₅S
Purity：99%
Molecular Weight：414.482

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Product Details;

CAS#： 86060-81-3

Molecular Formula： C₂₁H₂₂N₂O₅S

Appearance： white or off-white crystalline powder

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Molecular Formula:C21H22N2O5S
Molecular Weight:414.482
Appearance/Colour:white or off-white crystalline powder
Vapor Pressure:2.11E-21mmHg at 25°C
Melting Point:147-150 °C
Refractive Index:1.618
Boiling Point:714.1 °C at 760 mmHg
PKA:3.43±0.10(Predicted)
Flash Point:385.7 °C
PSA：130.03000
Density:1.327 g/cm³
LogP:3.58690

Fmoc-S-acetamidomethyl-L-cysteine(Cas 86060-81-3) Usage

InChI:InChI=1/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m1/s1

86060-81-3 Relevant articles

MgI2-chemoselective cleavage for removal of amino acid protecting groups: A fresh vision for peptide synthesis

Berthet, Mathéo,Martinez, Jean,Parrot, Isabelle

, (2017/03/30)

In the field of peptide synthesis, the k...

A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives

Flemer, Stevenson

, p. 1257 - 1264 (2015/04/14)

A proof-of-principle methodology is pres...

Alternative and chemoselective deprotection of the α-amino and carboxy functions of N-Fmoc-amino acid and N-Fmoc-dipeptide methyl esters by modulation of the molar ratio in the AlCl3/N,N-dimethylaniline reagent system

Di Gioia, Maria Luisa,Leggio, Antonella,Le Pera, Adolfo,Liguori, Angelo,Perri, Francesca,Siciliano, Carlo

, p. 4437 - 4441 (2007/10/03)

The amino and carboxy functions in N-Fmo...

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86060-81-3 Process route

: 718635-75-7
Fmoc-Cys(Acm)-OMe

: 86060-81-3
S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Conditions

Conditions	Yield
With sodium thiosulfate; magnesium iodide; In 2-methyltetrahydrofuran; at 120 ℃; for 0.5h; chemoselective reaction; Microwave irradiation; Inert atmosphere;	95%
With aluminium trichloride; N,N-dimethyl-aniline; In dichloromethane;	83%

: 19647-70-2
S-acetamidomethyl-L-cysteine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 86060-81-3
S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Conditions

Conditions	Yield
With sodium carbonate; In 1,4-dioxane; water; for 1.5h; Ambient temperature;	75%

86060-81-3 Upstream products

19647-70-2
S-acetamidomethyl-L-cysteine
28920-43-6
(fluorenylmethoxy)carbonyl chloride
28920-44-7
(9H-fluoren-9-yl)methyl azidoformate
111082-99-6
(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionic acid; compound with trifluoro-methanesulfonic acid