132090-12-1

Basic information

• Product Name: L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) 1-(2-propenyl) ester
• CAS NO: 132090-12-1
• Molecular Formula: C20H27NO6
• Molecular Weight: 377.437
• Mol File: 132090-12-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) 1-(2-propenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) 1-(2-propenyl) ester(132090-12-1)
• EPA Substance Registry System: L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) 1-(2-propenyl) ester(132090-12-1)

Safety Data

• Hazardous Substances Data: 132090-12-1(Hazardous Substances Data)

Upstream product

• 13574-13-5 Boc-Glu(OBzl)-OH 
• 106-95-6 allyl bromide 
• 107-18-6 allyl alcohol 
• 77292-92-3 Caesium; (S)-4-benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyrate 

Downstream Products

• 1179974-00-5 HCl*NH₂-Glu(OBn)-OAll 
• 113568-23-3 C₂₂H₃₁NO₈ 
• 13574-13-5 Boc-Glu(OBzl)-OH 
• 132090-19-8 C₂₅H₃₅NO₈ 

Relevant articles and documents

Inhibition of glyoxalase I: The first low-nanomolar tight-binding inhibitors

A series of rational modifications to the structure of known S-(N-aryl-N-hydroxycarbamoyl)glutathione-based glyoxalase I inhibitors culminated in the discovery of the first single-digit nanomolar inhibitor. This study makes available key information about possible means to address the issues of metabolic instability, low potency, and synthetic complexicity that have plagued the area of glyoxalase I inhibition. Knowledge garnered from this study has implications in the design of inhibitors with higher conformational definition and lower peptidic character.

A novel resin linker for solid-phase peptide synthesis which can be cleaved using two sequential mild reactions

The interest in developing new linkers for solid-phase peptide and organic synthesis has increased tremendously as a result of the rapid development of combinatorial chemistry. Herein, we report the development of a new redox-sensitive linker for solid-phase peptide synthesis. This linker can be readily cleaved under mild conditions by using two sequential mild reactions, a reduction followed by a base (Bu4N+F-)-catalyzed cyclic ether formation. By using this new linker, two short peptides, a tetrapeptide [Boc- Trp-Ala-Gly-Gly-OH] and a pentapeptide [Boc-Asn-Ala-Ser(OBn)-Gly- Glu(OBn)OH)], were synthesized. Because the cleavage does not use acidic conditions, this resin linker provides an alternative when acidic conditions are not desirable. Furthermore, the cleavage conditions do not affect most of the side chain protecting group. Therefore, the peptides synthesized can be used for the segment synthesis of larger peptides without the need to reprotect the side chain functional groups.