PROLINE, DL-

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H9NO2
Molecular Weight	115.1305
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1CCCN1

InChI

InChIKey=ONIBWKKTOPOVIA-UHFFFAOYSA-N

InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)

HIDE SMILES / InChI

Molecular Formula	C5H9NO2
Molecular Weight	115.1305
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Structural bases of collagen stabilization induced by proline hydroxylation.	2001-04-15	11241217
Effects of Doxorubicin (Adriamycin) and [(+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)]propane (ICRF-187) on skeletal muscle protease activities.	2001-03-15	11243912
Novel gene mutations in patients with left ventricular noncompaction or Barth syndrome.	2001-03-06	11238270
SHIP's C-terminus is essential for its hydrolysis of PIP3 and inhibition of mast cell degranulation.	2001-03-01	11222379
Chemical C-terminal protein sequence analysis: improved sensitivity, length of degradation, proline passage, and combination with edman degradation.	2001-03-01	11180939
Mutation of proline 409 to arginine in the meander region of cytochrome p450c17 causes severe 17 alpha-hydroxylase deficiency.	2001-03	11243732
Differences in proliferation of the hematopoietic cell line TF-1 and cytokine production by peripheral blood leukocytes induced by 2 naturally occurring forms of human IL-3.	2001-03	11240952
A prion-like shift between two conformational forms of a recombinant thyrotropin receptor A-subunit module: purification and stabilization using chemical chaperones of the form reactive with Graves' autoantibodies.	2001-03	11238522
Inactivate the remaining p53 allele or the alternate p73? Preferential selection of the Arg72 polymorphism in cancers with recessive p53 mutants but not transdominant mutants.	2001-03	11238194
Isolation and characterisation of genomic and cDNA clones coding for a serine-, alanine-, and proline-rich protein of Trypanosoma cruzi.	2001-03	11226452
Purification, crystallization and preliminary crystallographic analysis of the periplasmic binding protein ProX from Escherichia coli.	2001-03	11223528
Crystallization and characterization of the prolidase from Pyrococcus furiosus.	2001-03	11223522
Induction of arginases I and II in cornea during herpes simplex virus infection.	2001-03	11172921
Arginine and ornithine kinetics in severely burned patients: increased rate of arginine disposal.	2001-03	11171607
Transforming growth factor-beta(1) stimulates L-arginine transport and metabolism in vascular smooth muscle cells: role in polyamine and collagen synthesis.	2001-02-27	11222476
Microsporidia: emerging pathogenic protists.	2001-02-23	11230819
Different susceptibility to oxidation of proline and arginine residues of apolipoprotein B-100 among subspecies of low density lipoproteins.	2001-02-23	11226433
Solution structure of Grb2 reveals extensive flexibility necessary for target recognition.	2001-02-23	11178911
Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes.	2001-02-22	11178828
Cloning of dopamine, norepinephrine and serotonin transporters from monkey brain: relevance to cocaine sensitivity.	2001-02-19	11223167
Non-alpha-helical elements modulate polytopic membrane protein architecture.	2001-02-16	11237604
Functions of WW domains in the nucleus.	2001-02-16	11223034
The mGlu(2/3) agonist 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate, is anti- and proconvulsant in DBA/2 mice.	2001-02-16	11166954
Effects of L-proline on phase I and phase II xenobiotic biotransformation capacities of rat and human hepatocytes in long-term collagen gel cultures.	2001-02-15	11178573
The role of a proline-induced broken-helix motif in alpha-helix 2 of Bacillus thuringiensis delta-endotoxins.	2001-02-09	11172813
The adaptive regulation of amino acid transport system A is associated to changes in ATA2 expression.	2001-02-09	11172802
Solution structure determination and mutational analysis of the papillomavirus E6 interacting peptide of E6AP.	2001-02-06	11170455
Recognition and stabilization of a unique CPRI--structural motif in cucurbitaceae family trypsin inhibitor peptides: molecular dynamics based homology modeling using the X-ray structure of MCTI-II.	2001-02	11245252
Long-term antioxidant administration attenuates mineralocorticoid hypertension and renal inflammatory response.	2001-02	11230373
p38 Map kinase regulates vascular smooth muscle cell collagen synthesis by angiotensin II in SHR but not in WKY.	2001-02	11230337
Mutation at codon 130 in hepatitis B virus (HBV) core region increases markedly during acute exacerbation of hepatitis in chronic HBV carriers.	2001-02	11227666
Development and characterization of tissue-engineered aortic valves.	2001-02	11224920
Comparison of in vitro systems of protein digestion using either mammal or fish proteolytic enzymes.	2001-02	11223397
Changes in free amino acids in the hemolymph of giant freshwater prawn Macrobrachium rosenbergii exposed to varying salinities: relationship to osmoregulatory ability.	2001-02	11223393
Antifreeze glycoproteins: relationship between molecular weight, thermal hysteresis and the inhibition of leakage from liposomes during thermotropic phase transition.	2001-02	11207440
Construction of phosphatidylethanolamine-less strain of Saccharomyces cerevisiae. Effect on amino acid transport.	2001-02	11180458
Purification, molecular cloning, and immunohistochemical localization of dipeptidyl peptidase II from the rat kidney and its identity with quiescent cell proline dipeptidase.	2001-02	11173530
Importance of a proline-rich sequence in the amino-terminal region for correct folding of mitochondrial and soluble microbial p450s.	2001-02	11173529
Microsomal p450s use specific proline-rich sequences for efficient folding, but not for maintenance of the folded structure.	2001-02	11173528
Identification of a new Leu354Pro mutation responsible for factor XIII deficiency.	2001-02	11168522
Intermolecular interactions between the SH3 domain and the proline-rich TH region of Bruton's tyrosine kinase.	2001-01-26	11231015
Reduced hydrolysis of amelogenin may result in X-linked amelogenesis imperfecta.	2001-01	11223334
Autoregulation of the biosynthesis of the CcpA-like protein, PepR1, in Lactobacillus delbrueckii subsp bulgaricus.	2001-01	11200229
Reduction of wobble-position GC bases in Corynebacteria genes and enhancement of PCR and heterologous expression.	2001-01	11200224
[A case of bilateral coronal craniosynostosis with the P250R mutation in FGFR3 gene].	2001-01	11197897
Polymorphism of TP53 codon 72 and the risk of cervical cancer among Korean women.	2001-01	11174479
Secretion monitor, SecM, undergoes self-translation arrest in the cytosol.	2001-01	11172723
Isolation and analysis of an aciclovir-resistant murine cytomegalovirus mutant.	2001-01	11166858
The first constant-domain (CH1) exon of human IGHG2 is polymorphic and in strong linkage disequilibrium with the CH2 exon polymorphism encoding the G2m(n+) allotype in Caucasians.	2001	11220626
Proline dipeptidase from Pyrococcus furiosus.	2001	11210522

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:47:53 GMT 2025` Edited by `admin` on `Mon Mar 31 17:47:53 GMT 2025`
Record UNII	DCS9E77JPQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROLINE DL-FORM

Preferred Name

English

PROLINE, DL-

Systematic Name

English

2-PYRROLIDINYLCARBOXYLIC ACID

Systematic Name

English

DL-PROLINE

Systematic Name

English

PROLINE DL-FORM [MI]

Common Name

English

NSC-97923

Code

English

(±)-PROLINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29596