58651-76-6

Basic information

• Product Name: BOC-CYS(ACM)-ONP
• Synonyms: BOC-S-ACETAMIDOMETHYL-L-CYSTEINE 4-NITROPHENYL ESTER;BOC-L-CYSTEINE-ACETAMIDOMETHYL-4-NITROPHENYL ESTER;BOC-L-CYSTEINE(ACM) P-NITROPHENYL ESTER;BOC-CYS(ACM)-ONP;BOC-CYSTEINE(ACM)-ONP;p-nitrophenyl S-(acetamidomethyl)-N-(tert-butoxycarbonyl)-L-cysteinate;S-[(Acetylamino)methyl]-N-(tert-butoxycarbonyl)-L-cysteine 4-nitrophenyl ester;Einecs 261-377-7
• CAS NO: 58651-76-6
• Molecular Formula: C₁₇H₂₃N₃O₇S
• Molecular Weight: 413.45
• EINECS: 261-377-7
• Product Categories: Amino Acid Derivatives;Cysteine [Cys, C];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 58651-76-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 652.6 °C at 760 mmHg
• Flash Point: 348.5 °C
• Appearance: /
• Density: 1.291 g/cm³
• Vapor Pressure: 6.54E-17mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: -15°C
• PKA: 10.36±0.46(Predicted)
• CAS DataBase Reference: BOC-CYS(ACM)-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-CYS(ACM)-ONP(58651-76-6)
• EPA Substance Registry System: BOC-CYS(ACM)-ONP(58651-76-6)

Safety Data

• Hazardous Substances Data: 58651-76-6(Hazardous Substances Data)

Usage

Description

BOC-CYS(ACM)-ONP, also known as Boc-Cys(Acm)-ONp, is an amino acid derivative and reagent with a white to off-white powder appearance. It is primarily used in the synthesis of various proteins and enzymes, including zinc bacitracin and a domain within the transmembrane protein gp 41 HIV-1.

Uses

Used in Pharmaceutical Industry:
BOC-CYS(ACM)-ONP is used as a reagent for the synthesis of zinc bacitracin, an antibiotic with potent activity against gram-positive bacteria. It is employed in the development of new drugs and therapies to combat bacterial infections.
Used in Diagnostics Industry:
BOC-CYS(ACM)-ONP is used as a reagent in the synthesis of a domain within the transmembrane protein gp 41 HIV-1. This domain is crucial for the antigenic diagnosis of HIV-1, allowing for the development of accurate and reliable diagnostic tests for the detection of the virus in patients.
Used in Research and Development:
BOC-CYS(ACM)-ONP is utilized as a research tool in the development of new protein-based therapies and vaccines. Its role in the synthesis of specific protein domains makes it a valuable asset in the field of biotechnology and pharmaceutical research.

InChI:InChI=1/C17H23N3O7S/c1-11(21)18-10-28-9-14(19-16(23)27-17(2,3)4)15(22)26-13-7-5-12(6-8-13)20(24)25/h5-8,14H,9-10H2,1-4H3,(H,18,21)(H,19,23)

Upstream product

• 19746-37-3 N-t-butoxycarbonyl-S-acetamidomethyl-L-cysteine 

Downstream Products

• 119460-19-4 (2-{(S)-2-[(S)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-phenyl-propionylamino}-acetylamino)-acetic acid 
• 119460-01-4 (S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-carbamoyl-propionylamino}-3-hydroxy-propionylamino)-3-phenyl-propionylamino]-5-guanidino-pentanoic acid 
• 119460-09-2 C₅₀H₇₇N₁₁O₁₃S 
• 89318-89-8 BOC-Cys(ACM)-AzaAla-Phe-OH 
• 195521-95-0 Boc-Cys(Acm)-Ala-Phe-Arg-OH 
• 406712-28-5 (S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester 
• 195522-05-5 Boc-Cys(Acm)-Ala-Phe-Arg-Gln-Val-Cys(Acm)-NHEt 
• 88530-32-9 (S)-3-{[(acetylamino)methyl]thio}-2-aminopropionamide 

Relevant articles and documents

Hydrophobic parameters ? of amino-acid side chains from the partitioning of N-acetyl-amino-acid amides

A hydrophobic parameter for the side chain of each of the twenty naturally occuring amino-acids was estimated quantitatively by partitioning of their N-acetyl-amino-acid amides (CH3CO-NH-CH(R)-CONH2, R=variable side chain) in octanol/water.Suitable forms of the derivatives were synthesized chemically where necessary.The new series affords reliable distribution coefficients especially for polar amino-acids.A set of Hansch side chain parameters ? obtained for the twenty common amino-acids, for half-cystine as well as for the extremly lipophilic amino-acids carboranylalanine and adamantylalanine.It is found that these hydrophobicity indices, obtained at neutral pH, are tightly correlated with the degree of solvent exposure of the side chain in globular proteins and it is proposed that they be used in future biophysical and pharmacological studies.