1948-56-7

Basic information

• Product Name: dehydroalanine
• Synonyms: dehydroalanine;2,3-Didehydroalanine;2-Aminoacrylic acid;2-Aminopropenoic acid;Aminoacrylate;α-Aminoacrylic acid;2-Propenoic acid,2-aMino-
• CAS NO: 1948-56-7
• Molecular Formula: C₃H₅NO₂
• Molecular Weight: 87.0773
• Mol File: 1948-56-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 251.2 °C at 760 mmHg
• Flash Point: 105.7 °C
• Appearance: /
• Density: 1.222 g/cm³
• Vapor Pressure: 0.00653mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: dehydroalanine(CAS DataBase Reference)
• NIST Chemistry Reference: dehydroalanine(1948-56-7)
• EPA Substance Registry System: dehydroalanine(1948-56-7)

Safety Data

• Hazardous Substances Data: 1948-56-7(Hazardous Substances Data)

Usage

Description

Dehydroalanine, also known as aminoacrylic acid, is a non-proteinogenic dehydroamino acid derived from alanine through dehydrogenation, which introduces a double bond between positions 2 and 3. It is an amino acid residue found in peptides and plays a significant role in the fragmentation of ions derived from polypeptides after collision-induced dissociation.

Uses

Used in Pharmaceutical Industry:
Dehydroalanine is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly those involving the formation of cyclic structures or the modification of peptide bonds. Its unique chemical properties allow for the development of novel drug candidates with potential applications in treating various diseases.
Used in Biochemical Research:
Dehydroalanine serves as an important tool in biochemical research, particularly in the study of protein structure, function, and modification. Its presence in peptides can provide valuable insights into the mechanisms of protein folding, stability, and interactions with other biomolecules.
Used in Drug Delivery Systems:
Similar to gallotannin, dehydroalanine can be employed in the development of novel drug delivery systems. Its chemical reactivity and ability to form cyclic structures make it a promising candidate for improving the delivery, bioavailability, and therapeutic outcomes of various drugs, particularly in the context of cancer treatment.
Used in Anticancer Applications:
Dehydroalanine may have potential applications in the development of anticancer agents, as its unique chemical properties could be exploited to target specific oncological signaling pathways or enhance the efficacy of conventional chemotherapeutic drugs. Further research is needed to explore these possibilities and determine the most effective ways to utilize dehydroalanine in cancer treatment.

InChI:InChI=1/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)

Relevant articles and documents

Genetically encoded cleavable protein photo-cross-linker

We have developed a genetically encoded, selenium-based cleavable photo-cross-linker that allows for the separation of bait and prey proteins after protein photo-cross-linking. We have further demonstrated the efficient capture of the in situ generated selenenic acid on the cleaved prey proteins. Our strategy involves tagging the selenenic acid with an alkyne-containing dimethoxyaniline molecule and subsequently labeling with an azide-bearing fluorophore or biotin probe. This cleavage-and-capture after protein photo-cross-linking strategy allows for the efficient capture of prey proteins that are readily accessible by two-dimensional gel-based proteomics and mass spectrometry analysis.