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
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
223-738-7
MDL number:
Beilstein/REAXYS Number:
5376764
Product Name
3,4-Dehydro-L-proline,
InChI key
OMGHIGVFLOPEHJ-BYPYZUCNSA-N
InChI
1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1
SMILES string
OC(=O)[C@H]1NCC=C1
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
248-250 °C
application(s)
peptide synthesis
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Richard C D'Alonzo et al.
The Journal of biological chemistry, 277(27), 24788-24798 (2002-04-20)
Both collagenase-3 and osteocalcin mRNAs are expressed maximally during the later stages of osteoblast differentiation. Here, we demonstrate that collagenase-3 mRNA expression in differentiating MC3T3-E1 cells is dependent upon the presence of ascorbic acid, is inhibited in the presence of
Andrew G Mark et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 12(8), 1474-1480 (2011-04-28)
The expression of chirality at surfaces, arising from the adsorption of chiral molecules, is usually discussed in terms of the molecular handedness. However, the adsorption process often leads to a new manifestation of chirality in the form of the adsorption
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