20807-11-8

Basic information

• Product Name: Z-GLY-ILE-OH
• Synonyms: N-BENZYLOXYCARBONYLGLYCYL-L-ISOLEUCINE;N-CARBOBENZOXY-GLYCYL-L-ISOLEUCINE;Z-GLY-ILE;Z-GLY-ILE-OH;Z-GLYCYL-L-ISOLEUCINE;N-cbz-gly-ile;N-[[(phenylmethoxy)carbonyl]glycyl]-L-isoleucine;N-carbobenzyloxy-Gly-Ile
• CAS NO: 20807-11-8
• Molecular Formula: C₁₆H₂₂N₂O₅
• Molecular Weight: 322.36
• EINECS: 244-050-3
• Mol File: 20807-11-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 582°Cat760mmHg
• Flash Point: 305.8°C
• Appearance: /
• Density: 1.203g/cm³
• Vapor Pressure: 2.17E-14mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: −20°C
• CAS DataBase Reference: Z-GLY-ILE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLY-ILE-OH(20807-11-8)
• EPA Substance Registry System: Z-GLY-ILE-OH(20807-11-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 20807-11-8(Hazardous Substances Data)

Usage

General Description

Z-GLY-ILE-OH is a chemical compound composed of the amino acids glycine and isoleucine, with a carboxylic group at one end. The "Z" prefix indicates the presence of a "Z" configuration for the peptide bond. This chemical is commonly used in the synthesis of peptides and as a building block for more complex molecules. It is classified as a dipeptide, consisting of two amino acids linked together through a peptide bond. Z-GLY-ILE-OH can be used in biochemical and pharmaceutical research, as well as in the development of new drugs and treatments.

InChI:InChI=1/C16H22N2O5/c1-3-11(2)14(15(20)21)18-13(19)9-17-16(22)23-10-12-7-5-4-6-8-12/h4-8,11,14H,3,9-10H2,1-2H3,(H,17,22)(H,18,19)(H,20,21)

Upstream product

• 2577-46-0 L-isoleucine methyl ester 
• 15050-24-5 N-(benzyloxycarbonyl)glycyl chloride 
• 2899-60-7 Cbz-Gly-ONSuc 
• 73-32-5 L-isoleucine 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 16859-24-8 Benzyloxycarbonylamino-acetic acid 3-ethylcarbamoyl-2-hydroxy-phenyl ester 
• 319-78-8 isoleucine 
• 1738-86-9 Z-Gly-ONp 

Downstream Products

• 151545-27-6 N-benzyloxycarbonylglycyl-L-isoleucylglycine benzyl ester 
• 1350624-55-3 C₂₄H₃₄N₄O₇ 
• 175918-20-4 (S)-2-({(R)-1-[(2S,3S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-methyl-pentanoylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester 

Relevant articles and documents

SYNTHESIS OF A-AMANITIN AND ITS DERIVATIVES

The present invention relates to the chemical synthesis of α-amanitin and its derivatives. The present invention also relates to intermediate products of the α-amanitin synthesis.

A Convergent Total Synthesis of the Death Cap Toxin α-Amanitin

The toxic bicyclic octapeptide α-amanitin is mostly found in different species of the mushroom genus Amanita, with the death cap (Amanita phalloides) as one of the most prominent members. Due to its high selective inhibition of RNA polymerase II, which is directly linked to its high toxicity, particularly to hepatocytes, α-amanitin received an increased attention as a toxin-component of antibody-drug conjugates (ADC) in cancer research. Furthermore, the isolation of α-amanitin from mushrooms as the sole source severely restricts compound supply as well as further investigations, as structure–activity relationship (SAR) studies. Based on a straightforward access to the non-proteinogenic amino acid dihydroxyisoleucine, we herein present a robust total synthesis of α-amanitin providing options for production at larger scale as well as future structural diversifications.