71974-09-9

Basic information

• Product Name: N(2)-(gamma-D-glutamyl)-meso-2,2'-diaminopimelic acid
• Synonyms: N(2)-(gamma-D-glutamyl)-meso-2,2'-diaminopimelic acid
• CAS NO: 71974-09-9
• Molecular Formula: C12H21 N3 O7
• Molecular Weight: 319.31
• Mol File: 71974-09-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 709.4°C at 760 mmHg
• Flash Point: 382.8°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 5.05E-22mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: N(2)-(gamma-D-glutamyl)-meso-2,2'-diaminopimelic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N(2)-(gamma-D-glutamyl)-meso-2,2'-diaminopimelic acid(71974-09-9)
• EPA Substance Registry System: N(2)-(gamma-D-glutamyl)-meso-2,2'-diaminopimelic acid(71974-09-9)

Safety Data

• Hazardous Substances Data: 71974-09-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H21N3O7/c13-6(10(17)18)2-1-5(9(15)12(21)22)8(16)4-3-7(14)11(19)20/h5-7,9H,1-4,13-15H2,(H,17,18)(H,19,20)(H,21,22)/t5?,6-,7+,9+/m1/s1

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Relevant articles and documents

Development of solid-supported methodology for the preparation of peptidoglycan fragments containing (2S,6R)-diaminopimelic acid

Herein, we describe the development of an efficient solid-supported methodology for the stereoselective synthesis of two peptides containing (2S,6R)-diaminopimelic acid, (S)-Ala-γ-(R)-Glu-(2S,6R)-A2pm-(R)-Ala 1 and γ-(R)-Glu-(2S,6R)-A2pm 2. The platform consists of a Wang resin anchored by an amino acid chain including allylglycine. By olefin cross metathesis with vinylglycine, unsaturated protected (2S,6R)-A2pm was fixed on solid support. Peptides were achieved by cleavage of cross metathesis products from resin, followed by reduction of double bonds along removing of protecting groups. Furthermore, this efficient solid phase approach will lead to peptide and muropeptide libraries.

The synthesis of diaminopimelic acid containing peptidoglycan fragments using metathesis cross coupling

Properly protected diaminopimelic acid (DAP), a component of peptidoglycan of Gram-negative bacteria, was prepared by a metathesis cross coupling between properly protected allyl and vinyl glycine derivatives using Grubb's second-generation catalyst follo

Studies on structure-activity relationships of FK-156, an immunostimulating peptide, and related compounds. II. Synthesis of N2-(γ-D-glutamyl)-2(L), 2'(D)-diaminopimelic acid as the minimal essential structure of FK-156

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