1332765-55-5

Basic information

• Product Name: Fmoc-cyclopropylglycine
• Synonyms: Fmoc-cyclopropylglycine;a-(Fmoc-amino)-cyclopropaneacetic acid;2-(((9H-fluoren-9-yl)methoxy)carbonyl)-2-cyclopropylacetic acid
• CAS NO: 1332765-55-5
• Molecular Formula: C20H19NO4
• Molecular Weight: 337.36916
• Mol File: 1332765-55-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Fmoc-cyclopropylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-cyclopropylglycine(1332765-55-5)
• EPA Substance Registry System: Fmoc-cyclopropylglycine(1332765-55-5)

Safety Data

• Hazardous Substances Data: 1332765-55-5(Hazardous Substances Data)

Usage

General Description

Fmoc-cyclopropylglycine is a chemical compound commonly used in the field of organic chemistry and peptide synthesis. It is a derivative of the amino acid glycine, in which the hydrogen atom on the alpha carbon is replaced by a cyclopropyl group. This modification adds a rigid and bulky structure to the amino acid, which can influence the conformation and properties of peptides and proteins in which it is incorporated. Fmoc-cyclopropylglycine can be used as a building block for creating peptidomimetics and other bioactive molecules, and its unique structure and properties make it a valuable tool for studying structure-activity relationships in drug design and molecular biology.

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 49606-99-7 (S)-2-amino-2-cyclopropylacetic acid 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Relevant articles and documents

Fungal Dioxygenase AsqJ Is Promiscuous and Bimodal: Substrate-Directed Formation of Quinolones versus Quinazolinones

Previous studies showed that the FeII/α-ketoglutarate dependent dioxygenase AsqJ induces a skeletal rearrangement in viridicatin biosynthesis in Aspergillus nidulans, generating a quinolone scaffold from benzo[1,4]diazepine-2,5-dione substrates. We report that AsqJ catalyzes an additional, entirely different reaction, simply by a change in substituent in the benzodiazepinedione substrate. This new mechanism is established by substrate screening, application of functional probes, and computational analysis. AsqJ excises H2CO from the heterocyclic ring structure of suitable benzo[1,4]diazepine-2,5-dione substrates to generate quinazolinones. This novel AsqJ catalysis pathway is governed by a single substituent within the complex substrate. This unique substrate-directed reactivity of AsqJ enables the targeted biocatalytic generation of either quinolones or quinazolinones, two alkaloid frameworks of exceptional biomedical relevance.

DESACETOXYTUBULYSIN H AND ANALOGS THEREOF

In one aspect, the present disclosure provides tubulysin analogs of the formula (I) wherein R1, R2, R3, R4, X1, X2, X3, and A1 are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein.