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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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25mg
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in stock  
$75.00   $53.00
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100mg
98%
in stock  
$215.00   $150.00
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250mg
98%
in stock  
$348.00   $244.00
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500mg
97%
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$475.00   $333.00
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1g
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$699.00   $489.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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
SMILES:
OC(=O)C1NCC=C1
NSC Number:
49883
Properties
Properties
 
BP:
279.3°C at 760 mmHg  
Form:
Solid  
MP:
245 °C (dec.)(lit.)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
130  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-2.5  

Downstream Synthesis Route

[1]Kahl,Jens-Uwe;Wieland,Theodor[LiebigsAnnalenderChemie,1981,#8,p.1445-1450]

[1]Scott,JohnW.;Focella,Antonio;Hengartner,UrsO.;Parrish,DavidR.;Valentine,Donald[SyntheticCommunications,1980,vol.10,#7,p.529-540]

3395-35-5   
(E)-3-4-(2-Isopropyl-phenylsulfanyl)-3-trifluoromethyl-phenyl-acrylicacid 
 
1-{3-4-(2-isopropyl-phenylsulfanyl)-3-trifluoromethyl-phenyl-acryloyl}-2,5-dihydro-1<i>H</i>-pyrrole-2-carboxylicacid 

[1]Pei;Xin;Liu;Li;Reilly;Lubbers;Huth;Link;VonGeldern;Cox;Leitza;Gao;Marsh;DeVries;Okasinski[JournalofMedicinalChemistry,2001,vol.44,#18,p.2913-2920]

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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Tags:3395-35-5 Molecular Formula|3395-35-5 MDL|3395-35-5 SMILES|3395-35-5 2,5-Dihydro-1h-pyrrole-2-carboxylic acid