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

Chemical Properties

White to off-white powder

Uses

Boc-cys(acm)-onp is an amino acid derivative and reagent used in the synthesis of zinc bacetrial collagenase. Also used in the synthesis of part of a domain within transmembrane protein gp 41 HIV-1 for antigenic diagnosis of HIV-1.

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

• 89318-89-8 BOC-Cys(ACM)-AzaAla-Phe-OH 
• 88530-32-9 (S)-3-{[(acetylamino)methyl]thio}-2-aminopropionamide 
• 195522-05-5 Boc-Cys(Acm)-Ala-Phe-Arg-Gln-Val-Cys(Acm)-NHEt 
• 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 
• 195521-95-0 Boc-Cys(Acm)-Ala-Phe-Arg-OH 
• 119460-09-2 C₅₀H₇₇N₁₁O₁₃S 
• 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 
• 119460-19-4 (2-{(S)-2-[(S)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-phenyl-propionylamino}-acetylamino)-acetic acid 

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.