2483-49-0

Basic information

• Product Name: BOC-ALA-ONP
• Synonyms: BOC-ALANINE-ONP;BOC-ALA-ONP;BOC-L-ALANINE-P-NITROPHENYL ESTER;BOC-L-ALANINE 4-NITROPHENYL ESTER;N-ALPHA-T-BOC-L-ALANINE-P-NITROPHENYL ESTER;N-TERT-BUTOXYCARBONYL-L-ALANINE-P-NITROPHENYL ESTER;4-nitrophenyl N-[(1,1-dimethylethoxy)carbonyl]-L-alaninate;boc-ala-onp96+%
• CAS NO: 2483-49-0
• Molecular Formula: C₁₄H₁₈N₂O₆
• Molecular Weight: 310.3
• EINECS: 219-621-5
• Mol File: 2483-49-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 78 °C(Solv: methanol (67-56-1))
• Boiling Point: 460.9 °C at 760 mmHg
• Flash Point: 232.6 °C
• Appearance: Pale brown/Powder
• Density: 1.237 g/cm³
• Vapor Pressure: 1.12E-08mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• PKA: 10.87±0.46(Predicted)
• Sensitive: Light Sensitive
• BRN: 1892073
• CAS DataBase Reference: BOC-ALA-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ALA-ONP(2483-49-0)
• EPA Substance Registry System: BOC-ALA-ONP(2483-49-0)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 2483-49-0(Hazardous Substances Data)

Usage

General Description

"BOC-ALA-ONP" is a type of chemical compound used in biochemical research and analysis. The abbreviation stands for t-Butyloxycarbonyl-L-alanine-p-nitrophenyl ester. The “BOC” part of the name represents a protective group used in organic synthesis, which is easily removable under mildly acidic conditions. "ALA" is short for alanine, a simple non-essential amino acid. "ONP" represents p-nitrophenyl, which is often used in the synthesis of pharmaceuticals and other organic compounds. Together, these components form a compound used in a variety of laboratory applications and experiments, particularly those involving enzymatic reactions, due to its ability to change color when it reacts.

InChI:InChI=1/C14H18N2O6/c1-9(15-13(18)22-14(2,3)4)12(17)21-11-7-5-10(6-8-11)16(19)20/h5-9H,1-4H3,(H,15,18)/t9-/m0/s1

Upstream product

• 100-02-7 4-nitro-phenol 
• 54430-64-7 [(1S)-2-imidazol-1-yl-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester 
• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 
• 16480-55-0 sodium L-alaninate 
• 15761-38-3 L-N-Boc-Ala 
• 658-78-6 1-nitro-4-trifluoroacetoxy-benzene 

Downstream Products

• 68739-16-2 (S)-N-[(S)-1-(4-Nitro-phenylcarbamoyl)-ethyl]-2-(2,2,2-trifluoro-acetylamino)-propionamide 
• 41938-15-2 Boc-Ala-Thr-OMe 
• 59524-70-8 dibenzyl N-[N-(tert-butoxycarbonyl)-L-alanyl]-D-glutamate 
• 59524-71-9 t-butoxycarbonyl-L-alanyl-L-glutamic acid dibenzyl ester 
• 143673-80-7 α-octadecylamide of γ-benzyl tert-butoxycarbonyl-L-alanyl-D-glutamate 
• 18814-50-1 (R)-5-amino-4-{(S)-2-[(tert-butoxycarbonyl)amino]propanamido}-5-oxopentanoic acid 
• 92762-89-5 (tert-butyloxycarbonyl)-L-alanyl-L-tyrosyl-glycine carbamoylmethyl ester 
• 100-02-7 4-nitro-phenol 
• 15761-38-3 L-N-Boc-Ala 
• 58848-62-7 Boc-L-alanine-p-nitrophenyl ester 
• 84011-92-7 L-alanine 4-nitrophenyl ester perchlorate 
• 59524-69-5 Boc-Ala-Gln-OBzl 
• 187978-49-0 (S)-2-tert-Butoxycarbonylamino-propionic acid 2-(1,1-dimethyl-3-oxo-propyl)-3,5-dimethyl-phenyl ester 
• 187978-48-9 (S)-2-tert-Butoxycarbonylamino-propionic acid 2-(3-hydroxy-1,1-dimethyl-propyl)-3,5-dimethyl-phenyl ester 

Relevant articles and documents

The urea-dipeptides show stronger H-bonding propensity to nucleate β-sheetlike assembly than natural sequence

In this article, we report the distinct solution behavior of a set of urea-dipeptides to that of natural sequence. The urea-dipeptides adopt β-folding conformations and form into β-sheetlike assembly in chloroform. Most surprisedly, the urea-dipeptides tend to form interpeptide H-bonding interactions even at a concentration of as low as 0.1 mM, while the natural sequence shows H-bonding propensity at a concentration of about 7 mM, indicating that the urea-dipeptides show much stronger H-bonding propensity to nucleate formation of β-sheetlike assembly than the natural sequence. CD spectra reveal that the investigated urea-dipeptides have two negative CD bands, respectively, around 217 nm and 224 nm, supporting the β-folding conformations and in turn formation of β-sheetlike assembly. The β-sheetlike assembly is also confirmed by the XRD reflections, which give two typical d-spacings of 12.7 and 4.8 A?, respectively, corresponding to stacking periodicity of the β-sheets and the spacing between peptide backbones running orthogonal to the β-sheet axis.

Enzymatic peptide synthesis with p-guanidinophenyl and p- (guanidinomethyl)phenyl esters as acyl donors

Two series of 'inverse substrates', N-Boc-amino acid p-guanidinophenyl and p-(guanidinomethyl)phenyl esters, were prepared as acyl donor components for enzymatic peptide synthesis. The kinetic behavior of these esters toward bovine and Streptomyces griseus (SG) trypsin was analyzed. The spatial requirement of the active site of these enzymes for catalytic efficiency is discussed based on the steric characteristics of the substrates. These substrates were found to couple readily with amino acid p-nitroanilides to produce peptides. SG trypsin was the most efficient catalyst among the enzymes tested (bovine, porcine, and SG trypsin).

KINETICS OF ACYL TRANSFER IN PEPTIDE SYNTHESIS. I. ROLE OF IMIDAZOLE IN TRANSFER REACTIONS OF AN AMINOACYL GROUP FROM p-NITROPHENYL ESTERS OF N-PROTECTED AMINOACIDS TO AMINO ACID ESTERS

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