60686-52-4

Basic information

• Product Name: Z-D-GLA(OTBU)2-OH
• Synonyms: Z-GAMMA-CARBOXY-D-GLUTAMIC ACID(OTBU)2-OH;Z-GAMMA-CARBOXY-GAMMA-(DI-T-BUTYL ESTER)-D-GLUTAMIC ACID;Z-GAMMA-CARBOXY-D-GLU(OTBU)2-OH;Z-D-GLA(OTBU)2-OH;N-ALPHA-(BENZYLOXYCARBONYL)-GAMMA-CARBOXY-D-GLUTAMIC-ACID-GAMMA-DI-T-BUTYL ESTER;N-ALPHA-(BENZYLOXYCARBONYL)-GAMMA-CARBOXY-D-GLUTAMIC-ACID-GAMMA-DI-TERT-BUTYL ESTER;N-ALPHA-(BENZYLOXYCARBONYL)--CARBOXY-D-GLUTAMIC-ACID--DI-T-BUTYL ESTER;Z-g-carboxy-D-Glu(OtBu)2-OH
• CAS NO: 60686-52-4
• Molecular Formula: C22H31NO8
• Molecular Weight: 437.48
• Product Categories: amino acids
• Mol File: 60686-52-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-D-GLA(OTBU)2-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-GLA(OTBU)2-OH(60686-52-4)
• EPA Substance Registry System: Z-D-GLA(OTBU)2-OH(60686-52-4)

Safety Data

• Hazardous Substances Data: 60686-52-4(Hazardous Substances Data)

Upstream product

• 541-16-2 t-butyl malonate 
• 21142-81-4 methyl N-[(benzyloxy)carbonyl]-O-tosyl-L-serinate 
• 21149-17-7 methyl 2-(benzyloxycarbonylamino)acrylate 
• 56877-38-4 methyl N-((benzyloxy)carbonyl)-3-iodo-L-alaninate 
• 62965-15-5 methyl 2-(R)-(benzyloxycarbonylamino)-3-bromomethylpropionate 
• 1492-52-0 methyl (S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate 
• 56877-40-8 Z-γ,γ,-di-tert-butyl-D,L-carboxyglutamic acid methyl ester 
• 56877-43-1 Z-DL-Gla(OtBu)2-OH 
• 133464-36-5 (S)-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester 
• 133464-37-6 (4R)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester 
• 912354-29-1 (4S)-2-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethyl)malonic acid di-tert-butyl ester 
• 873310-64-6 2S-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethylene)-malonic acid di-tert-butyl ester 
• 912354-37-1 (2S)-2-(2-benzyloxycarbonylamino-3-hydroxypropyl)malonic acid di-tert-butyl ester 

Downstream Products

• 60686-50-2 N-(benzyloxycarbonyl)-γ,γ-di-tert-butyl-L-γ-carboxyglutamic acid 
• 56877-43-1 N-(benzyloxycarbonyl)-γ,γ-di-tert-butyl-D-γ-carboxyglutamic acid 
• 53445-96-8 D(-)-γ-Carboxy-glutaminsaeure 
• 66513-61-9 2-((R)-2-Benzyloxycarbonylamino-2-hydrazinocarbonyl-ethyl)-malonic acid di-tert-butyl ester 
• 64153-42-0 Z-(D)Glu(OtBu)(γ-COOtBu)-Leu-OBzl 

Relevant articles and documents

Design and concise synthesis of fully protected analogues of L-γ-carboxyglutamic acid

The design and synthesis of four nonnaturally occurring amino acid analogues of L-γ-carboxyglutamic acid (Gla), appropriately protected for Fmoc-based solid-phase peptide synthesis (SPPS), is described. These amino acids are Bu-Mal 2, BCAH 3, Pen-Mal 4, a

The synthesis and properties of Gla- and Phe-containing analogues of cyclic RGD pentapeptides

Cyclopentapeptides containing the Arg-Gly-Asp motif have been synthesised using solid-phase assembly of side-chain-protected linear precursors, followed by solution-phase cyclisation. The replacement of the Asp residue by γ-carboxyglutamic acid (Gla) is a novel feature which gives rise to an analogue which inhibits cell adhesion, yet its congeners do not show activity in binding assays with recombinant integrin receptors. NMR techniques support a β/γ-turn conformation in most of the analogues. The Royal Society of Chemistry 2000.

Enzymatic resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester

A rapid and simple method for the resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester is described. The new procedure is based on the enzymatic enantioselective saponification of the methyl ester by the endoprotease papain.