CAS 76880-29-0

N(alpha)-boc-S-(3-nitro-2-pyridylthio)-L-cysteine

Description:

N(alpha)-Boc-S-(3-nitro-2-pyridylthio)-L-cysteine is a derivative of the amino acid L-cysteine, characterized by the presence of a tert-butyloxycarbonyl (Boc) protecting group on the amino group and a 3-nitro-2-pyridylthio moiety attached to the sulfur atom. This compound is typically used in peptide synthesis and medicinal chemistry due to its ability to form disulfide bonds and participate in various biochemical reactions. The Boc group serves to protect the amino group during synthesis, allowing for selective reactions at other functional sites. The 3-nitro-2-pyridylthio group enhances the compound's reactivity and can facilitate interactions with biological targets, making it of interest in drug development. The presence of the nitro group also introduces electron-withdrawing characteristics, which can influence the compound's overall reactivity and solubility. As with many sulfur-containing compounds, it may exhibit unique properties such as increased nucleophilicity and potential for redox reactions. Proper handling and storage conditions are essential due to the potential reactivity of the thiol group.

Formula: C₁₃H₁₇N₃O₆S₂

InChI: InChI=1/C13H17N3O6S2/c1-13(2,3)22-12(19)15-8(11(17)18)7-23-24-10-9(16(20)21)5-4-6-14-10/h4-6,8H,7H2,1-3H3,(H,15,19)(H,17,18)/t8-/m0/s1

SMILES: CC(C)(C)OC(=N[C@@H](CSSc1c(cccn1)N(=O)=O)C(=O)O)O

Synonyms:

• Boc-Cys(Npys)-OH
• N-(tert-butoxycarbonyl)-3-[(3-nitropyridin-2-yl)disulfanyl]-L-alanine

Boc-Cys(NPys)-OH

CAS: 76880-29-0

Npys allows site-directed disulfide bond formation, as it is cleaved by thiols. Galande and Spatola obtained disulfide heterodimers of peptides via coupling Boc-Cys(NPys)-OH together with Fmoc-Cys(Mmt)-OH to MBHA-resin followed by Mmt removal with 1% TFA in dichloromethane. Mourier et al. used BCNP for the identification of T-cell epitopes in Cys and/or Cyt-containing proteins.

Formula: C₁₃H₁₇N₃O₆S₂

Purity: > 99%

Color and Shape: Yellow Powder

Molecular weight: 375.43

Ref: 01-4014705

L-​Alanine, N-​[(1,​1-​dimethylethoxy)​carbonyl]​-​3-​[(3-​nitro-​2-​pyridinyl)​dithio]​-

CAS: 76880-29-0

Formula: C₁₃H₁₇N₃O₆S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 375.4206

Ref: IN-DA003OG3

Boc-Cys(Npys)-OH

CAS: 76880-29-0

Molecular weight: 375.42

Ref: 7W-GM8273

Boc-Cys(NPys)-OH

CAS: 76880-29-0

Boc-Cys(NPys)-OH

Purity: ≥95%

Molecular weight: 375.42g/mol

Ref: 54-OR36364

Boc-Cys(Npys)-OH

CAS: 76880-29-0

Formula: C₁₃H₁₇N₃O₆S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 375.41

Ref: 10-F475319

Boc-cys(Npys)-oh

CAS: 76880-29-0

Boc-cys(Npys)-oh is an active substance that inhibits the growth of mouse tumors and has been shown to inhibit a number of different biological processes. It is a cross-linking agent for amino acids and has been shown to have an inhibitory effect on the synthesis of proteins by blocking the formation of disulfide bonds. This compound belongs to the class of chemicals known as sulfonamides, which are used in the treatment of bacterial infections. Boc-cys(Npys)-oh also specifically binds to antigen sites on cells, inhibiting their growth, and can be used as an antitumor agent. The molecule can be chemically linked with other molecules such as trifluoroacetic acid (TFA), resulting in a product with different properties than those found in Boc-cys(Npys)-oh. The chemical ligation process is used to produce subcutaneous tumors in mice that are then treated with hydrogen fluoride (

Formula: C₁₃H₁₇N₃O₆S₂

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 375.42 g/mol

Ref: 3D-FB43029