| Weight | 87.078 g/mol |
|---|---|
| Formula | C3H5NO2 |
| Hydrogen Acceptors | 2 |
| Hydrogen Donors | 2 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 1 |
dehydroalanine (1948-56-7, 28453-71-6)
Score:
#2486 in Biochemistry
,
#6209 in Chemistry
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- Facile conversion of cysteine and alkyl cysteines to dehydroalanine on protein surfaces: versatile and switchable access to functionalized proteins. (Journal of the American Chemical Society, 2008)
- Yeast Phenylalanine Ammonia-lyase PURIFICATION, PROPERTIES, AND THE IDENTIFICATION OF CATALYTICALLY ESSENTIAL DEHYDROALANINE (Journal of Biological Chemistry, 1971)
- The presence of dehydroalanine in the antibiotic nisin and its relationship to activity. (Journal of the American Chemical Society, 1967)
- THE MECHANISM OF ACTION OF PHENYLALANINE AMMONIA-LYASE : THE ROLE OF PROSTHETIC DEHYDROALANINE (Proceedings of the National Academy of Sciences of the United States of America, 1995)
- Facile Chemoselective Synthesis of Dehydroalanine-Containing Peptides (Organic Letters, 2000)
- Methods for converting cysteine to dehydroalanine on peptides and proteins (Chemical Science, 2011)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESC=C(C(=O)O)N
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InChIKeyUQBOJOOOTLPNST-UHFFFAOYSA-N
- Pubchem - dehydroalanine
- Wikipedia - dehydroalanine
Dehydroalanine (C,-didehydroalanine, (alpha)-(beta)-di-dehydroalanine, or 2,3-didehydroalanine) is a dehydroamino acid. It is a hypothetic molecule that does not exist except as a residue found as a residue in peptides of microbial origin. It is unusual in having an unsaturated backbone.
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Synthesis
2-Acetyl-2-amino-3-methylbutanoic acid
+
1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide
(Nicolaou IBX dehydrogenation)
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