CAS 20887-95-0

Boc-L-cysteine

Description:

Boc-L-cysteine, with the CAS number 20887-95-0, is a derivative of the amino acid cysteine, characterized by the presence of a tert-butyloxycarbonyl (Boc) protecting group on the amino group. This modification enhances its stability and solubility, making it useful in peptide synthesis and other organic chemistry applications. Boc-L-cysteine retains the thiol (-SH) functional group of cysteine, which is crucial for forming disulfide bonds in proteins and peptides. The compound typically appears as a white to off-white crystalline solid and is soluble in polar solvents such as water and methanol. Its molecular structure includes a sulfur atom, which imparts unique reactivity and properties, particularly in redox reactions. Boc-L-cysteine is often utilized in the synthesis of peptides and as a building block in medicinal chemistry due to its ability to participate in various chemical reactions while being easily deprotected to yield free cysteine. Safety data should be consulted for handling, as with all chemical substances, to ensure proper precautions are taken.

Formula: C₈H₁₅NO₄S

InChI: InChI=1/C8H15NO4S/c1-8(2,3)13-7(12)9-5(4-14)6(10)11/h5,14H,4H2,1-3H3,(H,9,12)(H,10,11)

SMILES: CC(C)(C)OC(=NC(CS)C(=O)O)O

Synonyms:

• N-(tert-Butoxycarbonyl)-L-cysteine
• Boc-Cys-OH
• N-a-BOC-L-Cys
• N-(tert-butoxycarbonyl)cysteine
• N-Boc-L-cysteine

L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-

CAS: 20887-95-0

Formula: C₈H₁₅NO₄S

Purity: 96%

Color and Shape: Solid

Molecular weight: 221.2740

Ref: IN-DA002JXS

Boc-Cys-OH

CAS: 20887-95-0

Molecular weight: 221.27

Ref: 7W-GM3448

N-Boc-L-cysteine

CAS: 20887-95-0

N-Boc-L-cysteine

Formula: C₈H₁₅NO₄S

Purity: 97%

Color and Shape: white powder

Molecular weight: 221.27g/mol

Ref: 54-OR964365

Boc-Cys-OH

CAS: 20887-95-0

Formula: C₈H₁₅NO₄S

Purity: >95.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 221.27

Ref: 3B-B6373

Boc-L-cysteine

CAS: 20887-95-0

Boc-L-cysteine is a precursor of L-cysteine, which is the rate-limiting amino acid in the production of glutathione. It is obtained by incubating L-cysteine with allyl bromide and hydrochloric acid. Boc-L-cysteine can be reversibly converted to its conjugate (Boc) and back again. The conversion from Boc to Boc-L-cysteine is catalyzed by an enzyme called fatty acid synthase. The conversion from Boc to L-cysteine is catalyzed by thiolase, which converts it to cystathionine. Analysis of this product can be done using magnetic resonance spectroscopy and chromatography.

Formula: C₈H₁₅NO₄S

Purity: Min. 95 Area-%

Color and Shape: White Powder

Molecular weight: 221.28 g/mol

Ref: 3D-FB47077

N-Boc-L-Cysteine

CAS: 20887-95-0

Formula: C₈H₁₅NO₄S

Purity: 95%

Color and Shape: Solid

Molecular weight: 221.27

Ref: 10-F224364

Boc-L-cysteine

Controlled Product

CAS: 20887-95-0

Applications Boc-L-cysteine is the protected form of L-Cysteine (C995000), a non-essential α-amino acid that is biosynthesized in humans. L-Cysteine is also a bicarbonate-sensitive endogenous excitotoxin in rats and possibly humans.
References Li, Q. et al.: Mat. Lett., 64, 614 (2010); Olney, J., et al.: Science, 4, 596 (1990)

Formula: C₈H₁₅NO₄S

Color and Shape: Neat

Molecular weight: 221.27

Ref: TR-B619370