D4893
3,4-Dehydro-L-proline
≥98% (TLC), suitable for ligand binding assays
Synonym(s):
(S)-3-Pyrroline-2-carboxylic acid, 3,4-Didehydro-L-proline
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About This Item
Empirical Formula (Hill Notation):
C5H7NO2
CAS Number:
Molecular Weight:
113.11
Beilstein:
5376764
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Product Name
3,4-Dehydro-L-proline,
Assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
248-250 °C
application(s)
peptide synthesis
SMILES string
OC(=O)[C@H]1NCC=C1
InChI
1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1
InChI key
OMGHIGVFLOPEHJ-BYPYZUCNSA-N
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General description
3,4-Dehydro-L-proline acts a prolyl-t-RNA synthetase.
Biochem/physiol Actions
3,4-Dehydro-L-proline is used as a substrate and inhibitor of various enzymes. 3,4-Dehydro-L-proline may be used to inhibit extensin biosynthesis. 3,4-Dehydro-L-proline is a alternate substrate of the amino acid oxidase, NikD. 3,4-Dehydro-L-proline inhibits collagen secretion by chondorcytes.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Acute respiratory failure (1985)
Chunxiang Xu et al.
BMC plant biology, 11, 38-38 (2011-02-26)
Hydroxyproline rich glycoproteins (HRGPs) are implicated to have a role in many aspects of plant growth and development but there is limited knowledge about their localization and function during somatic embryogenesis of higher plants. In this study, the localization and
Annick Méjean et al.
Biochemistry, 49(1), 103-113 (2009-12-04)
Anatoxin-a and homoanatoxin-a are two potent cyanobacterial neurotoxins. We recently reported the identification of the gene cluster responsible for the biosynthesis of these toxins in cyanobacteria and proposed a biosynthetic scheme starting from L-proline and involving three polyketide synthases for
Maïté Vicré et al.
Plant physiology, 138(2), 998-1008 (2005-05-24)
Plant roots of many species produce thousands of cells that are released daily into the rhizosphere. These cells are commonly termed border cells because of their major role in constituting a biotic boundary layer between the root surface and the
D M Goli et al.
Carbohydrate research, 259(2), 219-241 (1994-06-17)
(2R,3R,4S)-2-Hydroxymethylpyrrolidine-3,4-diol (1,4-dideoxy-1,4-imino-D-ribitol) was synthesized in five steps from N-protected (2S)-3,4-dehydroproline methyl esters. The stereoselective reaction of osmium tetraoxide with dehydroproline derivatives gave high yields of (2S,3R,4S)-3,4-dihydroxyprolines (2,3-trans-3,4-cis-3,4-dihydroxy-L-prolines) accompanied by small amounts (< 15%) of the diastereomeric (2S,3S,4R)-3,4-dihydroxyprolines (2,3-cis-3,4-cis-3,4-dihydroxy-L-prolines). The mixture
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