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D4893

Sigma-Aldrich

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:
4043-88-3
Molecular Weight:
113.11
Beilstein:
5376764
EC Number:
223-738-7
MDL number:
MFCD00065964
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24893903
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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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