72903-33-4

Basic information

• Product Name: BOC-GLU-GLU-LEU-OME
• Synonyms: BOC-GLU-GLU-LEU-METHYL ESTER;BOC-GLU-GLU-LEU-OME;N-T-BOC-GLU-GLU-LEU METHYL ESTER;N-T-BOC-GLUTAMATE-GLUTAMATE-LEUCINE METHYL ESTER);N(tert-BOC)-glutamate-glutamate-leucine methyl ester;(S)-4-(tert-butoxycarbonylamino)-5-((S)-4-carboxy-1-((S)-1-methoxy-4-methyl-1-oxopentan-2-ylamino)-1-oxobutan-2-ylamino)-5-oxopentanoic acid;REF DUPL: Boc-Glu-Glu-Leu-OMe;Boc-Gln-Gln-Leu-OMe
• CAS NO: 72903-33-4
• Molecular Formula: C22H37N3O10
• Molecular Weight: 503.54
• Product Categories: Dipeptides and Tripeptides;Peptides;Tripeptides
• Mol File: 72903-33-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 786.7oC at 760 mmHg
• Flash Point: 429.6oC
• Appearance: /
• Density: 1.227
• Vapor Pressure: 3.85E-27mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: −20°C
• CAS DataBase Reference: BOC-GLU-GLU-LEU-OME(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-GLU-GLU-LEU-OME(72903-33-4)
• EPA Substance Registry System: BOC-GLU-GLU-LEU-OME(72903-33-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 72903-33-4(Hazardous Substances Data)

Usage

General Description

BOC-GLU-GLU-LEU-OME is a pentapeptide chemical compound consisting of five amino acids - glutamine (GLU), leucine (LEU), and methionine (OME). The compound also contains a BOC (tert-butoxycarbonyl) protecting group, which helps to prevent unwanted reactions during the synthesis process. BOC-GLU-GLU-LEU-OME is commonly used in peptide synthesis as a building block for creating larger peptides and proteins. It is important for its ability to bond with other amino acids and form the backbone of more complex molecules. BOC-GLU-GLU-LEU-OME is also important in pharmaceutical and biochemical research for studying protein structure and function.

InChI:InChI=1/C22H37N3O10/c1-12(2)11-15(20(32)34-6)24-18(30)13(7-9-16(26)27)23-19(31)14(8-10-17(28)29)25-21(33)35-22(3,4)5/h12-15H,7-11H2,1-6H3,(H,23,31)(H,24,30)(H,25,33)(H,26,27)(H,28,29)

Upstream product

• 77302-66-0 L-γ-O-benzylglutamyl-L-leucine methyl ester hydrochloride 
• 122668-41-1 benzyl (S)-4-((tert-butoxycarbonyl)amino)-5-(((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)amino)-5-oxopentanoate 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 13574-13-5 Boc-Glu(OBzl)-OH 
• 77302-67-1 N-(tert-butoxycarbonyl)-L-γ-O-benzylglutamyl-L-γ-O-benzylglutamyl-L-leucine methyl ester 

Relevant articles and documents

Synthesis of Peptide Analogues of Prothrombin Precursor Sequence 5-9. Substrate Specificity of Vitamin K Dependent Carboxylase

Thirty-five analogues of Phe-Leu-Glu-Glu-Leu, the pentapeptide sequence 5-9 of bovine prothrombin precursor, were synthesized and assayed as potential substrates or inhibitors of rat liver vitamin K dependent carboxylase.Carboxylation of substrate was determined by measuring the incorporation of carbon-14 labeled bicarbonate into product.Changes in substrate carboxylation produced by changing peptide chain length, amino acid chirality, or the distance seperating the peptide chain backbone from the carboxyl group were measured.The data suggest that the carboxylase carboxylates L-glutamic acid residues and does not carboxylate L-aspartic acid, L-homoglutamic acid, glutamine, or D-glutamic acid residues; tri- through pentapeptides are better substrates than mono- or bis(amino acid) derivatives, and hydrophobic groups added to the N-terminus can produce better substrates for the enzyme.None of the synthetic substrates is carboxylated as effectively as the endogenous protein substrates for the enzyme.The effect of structure on additional parameters affecting carboxylation is discussed.