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
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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
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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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
Acute respiratory failure (1985)
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
J B Cooper et al.
Plant physiology, 104(2), 747-752 (1994-02-01)
We investigated the function of cell wall hydroxyproline-rich glycoproteins by observing the effects of a selective inhibitor of prolyl hydroxylase, 3,4-dehydro-L-proline (Dhp), on wall regeneration by Nicotiana tabacum mesophyll cell protoplasts. Protoplasts treated with micromolar concentrations of Dhp do not
T A Sullivan et al.
The Journal of biological chemistry, 269(36), 22500-22506 (1994-09-09)
During development and fracture repair, endochondral bone formation is preceded by an orderly process of chondrocyte hypertrophy and cartilage matrix calcification. Analysis of calcifying versus noncalcifying cartilage has identified several differences in matrix proteins; among these are appearance of a
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