D5018
3,4-Dehydro-L-proline methyl ester hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C6H9NO2 · HCl
CAS Number:
Molecular Weight:
163.60
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
InChI
1S/C6H9NO2.ClH/c1-9-6(8)5-3-2-4-7-5;/h2-3,5,7H,4H2,1H3;1H
SMILES string
Cl.COC(=O)C1NCC=C1
InChI key
LDWTUXKKNIHFQG-UHFFFAOYSA-N
form
solid
storage temp.
−20°C
Biochem/physiol Actions
3,4-Dehydro-L-proline methyl ester is C-terminal blocked 3,4-Dehydro-L-proline (3,4-DHP). 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)
Regulatory Information
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Developmental localization and the role of hydroxyproline rich glycoproteins during somatic embryogenesis of banana (Musa spp. AAA).
Xu C, Takac T, Burbach C, et al.
BMC plant biology, 24, 38-38 (2011)
Phaneeswara-Rao Kommoju et al.
Biochemistry, 48(40), 9542-9555 (2009-08-26)
NikD is a flavoprotein oxidase that catalyzes the oxidation of piperideine-2-carboxylate (P2C) to picolinate in a remarkable aromatization reaction comprising two redox cycles and at least one isomerization step. Tyr258 forms part of an "aromatic cage" that surrounds the ring
Hyon Jong Kim et al.
The Journal of biological chemistry, 283(16), 10310-10317 (2008-02-19)
Physiological mineralization in growth plate cartilage is highly regulated and restricted to terminally differentiated chondrocytes. Because mineralization occurs in the extracellular matrix, we asked whether major extracellular matrix components (collagens) of growth plate cartilage are directly involved in regulating the
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
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