28782-78-7

Basic information

• Product Name: BOC-ALA-GLY-OH
• Synonyms: BOC-ALA-GLY-OH;N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]glycine;Glycine, N-[(1,1-diMethylethoxy)carbonyl]-L-alanyl-;(S)-2-(2-((tert-Butoxycarbonyl)aMino)propanaMido)acetic acid;BOC-Ala-Gly;Boc-L-Ala-Gly-OH
• CAS NO: 28782-78-7
• Molecular Formula: C₁₀H₁₈N₂O₅
• Molecular Weight: 246.26
• EINECS: 249-219-5
• Mol File: 28782-78-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 104-105 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 484.4°Cat760mmHg
• Flash Point: 246.8°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 1.03E-10mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: -15°C
• PKA: 3.42±0.10(Predicted)
• CAS DataBase Reference: BOC-ALA-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ALA-GLY-OH(28782-78-7)
• EPA Substance Registry System: BOC-ALA-GLY-OH(28782-78-7)

Safety Data

• Hazardous Substances Data: 28782-78-7(Hazardous Substances Data)

Usage

General Description

BOC-ALA-GLY-OH is a chemical compound that consists of three amino acids: BOC-protected alanine (BOC-ALA), glycine (GLY), and a carboxylic acid group (OH). BOC-ALA is a derivative of alanine, a nonpolar, non-reactive amino acid, which has been protected with a BOC (tert-butoxycarbonyl) group to prevent unwanted reactions during synthesis. Glycine is the simplest amino acid and is important for the synthesis of proteins. The OH group at the end of the compound indicates that it is a carboxylic acid, which can participate in chemical reactions or be involved in forming peptide bonds with other amino acids. Overall, BOC-ALA-GLY-OH is a compound that is used as a building block in the synthesis of peptides and proteins.

InChI:InChI=1/C10H18N2O5/c1-6(8(15)11-5-7(13)14)12-9(16)17-10(2,3)4/h6H,5H2,1-4H3,(H,11,15)(H,12,16)(H,13,14)/t6-/m0/s1

Upstream product

• 23632-78-2 N-tert-butyloxycarbonyl-L-alanyl-glycine benzyl ester 
• 26061-06-3 methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)propanamido)acetate 
• 2483-49-0 tert-butyloxycarbonyl-L-alanine p-nitrophenyl ester 
• 56-40-6 glycine 
• 83904-90-9 Boc-Ala-N-hydroxysuccinimide ester 
• 15761-38-3 L-N-Boc-Ala 
• 24424-99-5 di-tert-butyl dicarbonate 
• 65671-83-2 (N-(tert-butoxycarbonyl)-L-alaninyl)glycine ethyl ester 

Downstream Products

• 161451-65-6 ((S)-1-{[(2-Benzyloxycarbonylamino-ethylcarbamoyl)-methyl]-carbamoyl}-ethyl)-carbamic acid tert-butyl ester 
• 78841-29-9 (S)-2-{(S)-2-[(S)-2-{(R)-3-Benzylselanyl-2-[2-((S)-2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-propionylamino}-6-(2-chloro-benzyloxycarbonylamino)-hexanoylamino]-3-carbamoyl-propionylamino}-3-phenyl-propionic acid methyl ester 
• 76234-15-6 ((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester 
• 112120-53-3 Boc-(Ala-Gly)2-ONp 
• 112120-56-6 Boc-(Ala-Gly)3-ONp 
• 83522-38-7 Boc-Ala-Gly-Cys(Bzl)-Lys(Z)-Asn-Phe-OMe 
• 174359-53-6 ((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-benzyloxycarbonylamino-phenyl ester 
• 73870-83-4 Boc-Ala-Gly-Gly-OBzl 
• 261724-04-3 3,5-bis-[2-(2-tert-butoxycarbonylamino-propionylamino)-acetylamino]-benzoic acid benzyl ester 
• 74535-75-4 (2-tert-butoxycarbonylamino-propionylamino)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 1072115-75-3 L-BocAlaGly 4-iodophenylamide 
• 23404-09-3 (S)-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-aminium chloride 
• 26061-06-3 methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)propanamido)acetate 
• 23632-78-2 N-tert-butyloxycarbonyl-L-alanyl-glycine benzyl ester 

Relevant articles and documents

Synthesis and Structure-Activity Relationships of Ring-Opened Bengamide Analogues against Methicillin-Resistant Staphylococcus aureus?

Methicillin-resistant Staphylococcus aureus (MRSA) has become a major threat on public health because of the increase of clinically isolated strains that exhibit resistance to many antibiotics. Therefore, development of new antibiotics for the treatment of MRSA infection is a sustained challenge. We have previously identified a ring-opened bengamide analogue L472-2 that displays moderate activity against the growth of S. aureus. In our previous work, we started from L472-2 and identified a class of analogues containing alkynyl groups which have the potential to activate SaClpP activity but moderate antibacterial activity. Herein, we focused on the antibacterial activity of L472-2, and a novel series of ring-opened bengamide analogues were synthesized and their activities were evaluated against MRSA. By conducting a compact analysis of the structure-activity relationships (SAR) of these analogues, we found that an adamantane ethanol ester bengamide 2j showed excellent antibacterial activity towards six S. aureus strains, including MRSA, while it does not activate ClpP. Therefore, these bengamide analogues represent a new class of candidates that suppress MRSA viability.

Design, synthesis and preliminary evaluation of α-sulfonyl γ-(glycinyl-amino)proline peptidomimetics as matrix metalloproteinase inhibitors

A series of novel α-sulfonyl γ-(glycinyl-amino)proline peptidomimetic derivatives were designed, synthesized and assayed for their activities against matrix metalloproteinase-2 (MMP-2), aminopeptidase N (APN)/CD13 and HDACs. The results indicated that all the compounds exhibited highly selective inhibition against MMP-2 as compared with APN and HDACs. The antiproliferative activities of some compounds against SKOV3, HL60 and A549 cells were also investigated. Comparing with the control LY52, compound 12u, with excellent activity both in the enzymatic inhibition assay and cell-based assay, could be used as lead compound for the further development of MMP inhibitors.

An efficient synthetic method of N-protected dipeptide acids using amino acid calcium carboxylates in an organic solvent

The syntheses of N-protected dipeptide acids using alkaline earth metal (Mg, Ca, and Ba) carboxylates of an amino acid in organic solvents were investigated. It was found that amino acid calcium carboxylates are the most effective among the carboxylates of the amino acids tested for coupling with active esters of Boc-Ala-OH in organic solvents. The coupling of Boc-Ala-ONp or Boc-Ala-ONSu with amino acid calcium carboxylates in DMF gave the desired N-protected dipeptide acids in high yields (92-100%). Georg Thieme Verlag Stuttgart - New York.