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3395-35-5,MFCD00005214
Catalog No.:AA003ICL
3395-35-5 | 2,5-Dihydro-1h-pyrrole-2-carboxylic acid
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250mg
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  • Technical Information
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Technical Information
Catalog Number:
AA003ICL
Chemical Name:
2,5-Dihydro-1h-pyrrole-2-carboxylic acid
CAS Number:
3395-35-5
Molecular Formula:
C5H7NO2
Molecular Weight:
113.1146
MDL Number:
MFCD00005214
IUPAC Name:
2,5-dihydro-1H-pyrrole-2-carboxylic acid
InChI:
InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)
InChI Key:
OMGHIGVFLOPEHJ-UHFFFAOYSA-N
SMILES:
OC(=O)C1NCC=C1
EC Number:
222-243-3
NSC Number:
49883
Properties
Computed Properties
 
Complexity:
130  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
113.048g/mol
Formal Charge:
0
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
113.116g/mol
Monoisotopic Mass:
113.048g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
49.3A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.5  

Synonyms
 
3,4-dehydroproline 
3,4-dehydroproline, (+-)-isomer 
3,4-Dehydroproline 
3-Pyrroline-2-carboxylic acid 
2,5-Dihydro-1H-pyrrole-2-carboxylicacid 
3220-74-4 
CHEMBL310623 
OMGHIGVFLOPEHJ-UHFFFAOYSA-N 
(1)-2,3-Dihydro-1H-pyrrole-2-carboxylic acid 
H-3,4-DEHYDRO-DL-PRO-OH 
1H-Pyrrole-2-carboxylicacid, 2,5-dihydro- 
3,4-Didehydro-proline 
3,4-dehydroproline, (R)-isomer 
1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-, (+-)- 
Proline, 3,4-didehydro- 
dehydro proline 
EINECS 222-243-3 
NSC 49883 
Proline,4-didehydro- 
3,4Dehydro-dl-proline 
AC1L3ZEL 
AC1Q5TCH 
1H-Pyrrole-2-carboxylic acid, 2,5-dihydro- 
3,4-dehydroproline, (S)-isomer 
bmse000080 
SCHEMBL297777 
AC1Q74R8 
CTK1C5778 
3,4-Dehydro-DL-proline, 98% 
NSC49883 
0852AE 
BDBM50000103 
CPD0-1103 
MFCD00005214 
3,4-dehydroproline, L-(+) tartrate salt, (S)-isomer 
NSC-49883 
OR6272 
SBB053088 
AKOS015854543 
3-Pyrroline-2-carboxylic acid (8CI) 
CD-1775 
MCULE-2141949922 
RP19095 
TRA0053786 
VZ34871 
3-pyrroline-2-carboxylic acid 
2,5-Dihydro-1H-pyrrole-carboxylic acid 
1H-Pyrrole-2-carboxylic acid,5-dihydro- 
AS-46895 
SC-50874 
AX8081649 
TC-070364 
4CH-024930 
FT-0698280 
ST24038747 
ST50998267 
2,5-Dihydro-1H-pyrrole-2-carboxylic acid 
2,5-Dihydro-1H-pyrrole-2-carboxylic acid # 
Z-8498 
A822016 
A825108 
I11-0408 
J-507347 
1H-Pyrrole-2-carboxylic acid, 2,5-dihydro- (9CI) 
1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-, (.+/-.)- 
Dehydroproline 
3,4-Dehydro-L-proline 
3395-35-5 
C5H7NO2 
L-3-Pyrroline-2-carboxylic acid 
C5-H7-N-O2 
CID97858 
AR-1J2908 
ACN-026387 
(R)-2,5-Dihydro-1H-pyrrole-2-carboxylic acid 
A6007 
(+-)-2,3-dihydro-1H-pyrrole-2-carboxylic acid 
4043-88-3 
3,4-Dehydro-DL-proline 
58640-72-5 
33215-54-2 
DL-3,4-Dehydroproline 
Literature

Title: Tailoring homochirality at surfaces: going beyond molecular handedness.

Journal: Journal of the American Chemical Society 20111012

Title: Recognition and ordering at surfaces: the importance of handedness and footedness.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20110606

Title: Conformational preferences and cis-trans isomerization of L-3,4-dehydroproline residue.

Journal: Biopolymers 20090101

Title: Roles of extensins in cotyledon primordium formation and shoot apical meristem activity in Nicotiana tabacum.

Journal: Journal of experimental botany 20081001

Title: Purification, characterization, and crystallization of human pyrroline-5-carboxylate reductase.

Journal: Protein expression and purification 20060901

Title: Alternative methods to limit extracellular bacterial activity for enumeration of intracellular bacteria.

Journal: Journal of microbiological methods 20060101

Title: Root border-like cells of Arabidopsis. Microscopical characterization and role in the interaction with rhizobacteria.

Journal: Plant physiology 20050601

Title: Synthesis of 4-aryl-2-pyrrolidones and beta-aryl-gamma-amino-butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (+/-)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography.

Journal: The Journal of organic chemistry 20050204

Title: Many amino acid substitutions in a hypoxia-inducible transcription factor (HIF)-1alpha-like peptide cause only minor changes in its hydroxylation by the HIF prolyl 4-hydroxylases: substitution of 3,4-dehydroproline or azetidine-2-carboxylic acid for the proline leads to a high rate of uncoupled 2-oxoglutarate decarboxylation.

Journal: The Journal of biological chemistry 20041231

Title: Oxidation of 3,4-dehydro-D-proline and other D-amino acid analogues by D-alanine dehydrogenase from Escherichia coli.

Journal: FEMS microbiology letters 20040915

Title: Overexpression of decorin by rat arterial smooth muscle cells enhances contraction of type I collagen in vitro.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20040101

Title: Molecular characterization of NikD, a new flavoenzyme important in the biosynthesis of nikkomycin antibiotics.

Journal: Biochemistry 20021231

Title: Regulation of collagenase-3 and osteocalcin gene expression by collagen and osteopontin in differentiating MC3T3-E1 cells.

Journal: The Journal of biological chemistry 20020705

Title: Extracellular matrix regulates induction of alkaline phosphatase expression by ascorbic acid in human fibroblasts.

Journal: Journal of cellular physiology 20011101

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