D4893
3,4-Dehydro-L-proline
≥98% (TLC), suitable for ligand binding assays
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Synonym(s):
(S)-3-Pyrroline-2-carboxylic acid, 3,4-Didehydro-L-proline
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
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Assay
≥98% (TLC)
Quality Level
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
G Xiao et al.
Molecular endocrinology (Baltimore, Md.), 11(8), 1103-1113 (1997-07-01)
Osteocalcin is a hormonally regulated calcium-binding protein made almost exclusively by osteoblasts. In normal cells, osteocalcin expression requires ascorbic acid (AA), an essential cofactor for osteoblast differentiation both in vivo and in vitro. To determine the mechanism of this regulation
XueLian Zhang et al.
Journal of experimental botany, 59(14), 4045-4058 (2008-10-22)
Extensins are cell wall basic glycoproteins with a polypeptide backbone that is extremely rich in hydroxyproline. In this paper, the function of extensins in embryo development was studied in Nicotiana tabacum. By using Western blot and immunohistochemistry, the extensin JIM20
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