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70982-53-5 | L-2-Vinylglycine
CAS No: 70982-53-5 Catalog No: AG0036ML MDL No:MFCD00057844
Product Description
Catalog Number:
AG0036ML
Chemical Name:
L-2-Vinylglycine
CAS Number:
70982-53-5
Molecular Formula:
C4H7NO2
Molecular Weight:
101.1039
MDL Number:
MFCD00057844
IUPAC Name:
(2S)-2-aminobut-3-enoic acid
InChI:
InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2-3H,1,5H2,(H,6,7)/t3-/m0/s1
InChI Key:
RQVLGLPAZTUBKX-VKHMYHEASA-N
SMILES:
N[C@H](C(=O)O)C=C
Properties
Complexity:
89.7
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
101.048g/mol
Formal Charge:
0
Heavy Atom Count:
7
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
101.105g/mol
Monoisotopic Mass:
101.048g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
63.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.6
Literature
| Title | Journal |
|---|---|
| The Pseudomonas aeruginosa toxin L-2-amino-4-methoxy-trans-3-butenoic acid inhibits growth and induces encystment in Acanthamoeba castellanii. | Microbes and infection 20120301 |
| Mechanism of Vibrio cholerae autoinducer-1 biosynthesis. | ACS chemical biology 20110415 |
| Bacterial Catabolism of Dimethylsulfoniopropionate (DMSP). | Frontiers in microbiology 20110101 |
| An improved protocol for the preparation of (S)-vinylglycine from (S)-methionine. | Amino acids 20100701 |
| An epidermal-specific ethylene signal cascade regulates trans-differentiation of transfer cells in Vicia faba cotyledons. | The New phytologist 20100301 |
| Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides. | Chemical communications (Cambridge, England) 20090621 |
| Total synthesis of the immunosuppressants myriocin and 2-epi-myriocin. | Organic letters 20080918 |
| L-(+)-2-Amino-4-thiophosphonobutyric acid (L-thioAP4), a new potent agonist of group III metabotropic glutamate receptors: increased distal acidity affords enhanced potency. | Journal of medicinal chemistry 20070920 |
| Exploiting organocatalysis: enantioselective synthesis of vinyl glycines by allylic sulfimide [2,3] sigmatropic rearrangement. | Angewandte Chemie (International ed. in English) 20070101 |
| Efficient asymmetric synthesis of quaternary (E)-vinylglycines by deconjugative alkylation of dehydroamino acids. | Organic letters 20061123 |
| Efficient synthesis of 1-azadienes derived from alpha-aminoesters. Regioselective preparation of alpha-dehydroamino acids, vinylglycines, and alpha-amino acids. | The Journal of organic chemistry 20060929 |
| Deconjugation of dehydroamino acids: stereoselective synthesis of racemic (E)-vinylglycines. | Organic letters 20051124 |
| Ethynylglycine synthon from Garner's aldehyde: a useful precursor for the synthesis of non-natural amino acids. | Amino acids 20050801 |
| Structure of ACC synthase inactivated by the mechanism-based inhibitor L-vinylglycine. | FEBS letters 20050425 |
| Structural analysis of Pseudomonas 1-aminocyclopropane-1-carboxylate deaminase complexes: insight into the mechanism of a unique pyridoxal-5'-phosphate dependent cyclopropane ring-opening reaction. | Biochemistry 20041026 |
| Following an ISES lead: the first examples of asymmetric Ni(0)-mediated allylic amination. | Organic letters 20040805 |
| Role of homoserine and threonine pathway intermediates as precursors for the biosynthesis of aminoethoxyvinylglycine in Streptomyces sp. NRRL 5331. | Microbiology (Reading, England) 20040501 |
| Photofragmentation of C,N-protected alpha-amino acids: comparing tert-leucine with sulfur-containing amino acids methionine and cysteine. | Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20031101 |
| Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue. | Organic & biomolecular chemistry 20030507 |
| Reaction of 1-amino-2-methylenecyclopropane-1-carboxylate with 1-aminocyclopropane-1-carboxylate deaminase: analysis and mechanistic implications. | Biochemistry 20030225 |
| Formal enantiospecific synthesis of (+)-FR900482. | The Journal of organic chemistry 20030110 |
| Phosphinic acid pseudopeptides analogous to glutamyl-gamma-glutamate: synthesis and coupling to pteroyl azides leads to potent inhibitors of folylpoly-gamma-glutamate synthetase. | The Journal of organic chemistry 20010727 |
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