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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C5H6NO3.Zn
Molecular Weight 321.621
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZINC PIDOLATE

SMILES

[Zn++].[O-]C(=O)[C@@H]1CCC(=O)N1.[O-]C(=O)[C@@H]2CCC(=O)N2

InChI

InChIKey=OWVLYQRCCIEOPF-QHTZZOMLSA-L
InChI=1S/2C5H7NO3.Zn/c2*7-4-2-1-3(6-4)5(8)9;/h2*3H,1-2H2,(H,6,7)(H,8,9);/q;;+2/p-2/t2*3-;/m00./s1

HIDE SMILES / InChI

Description

Pidolic acid (pyroglutamic acid) is natural amino acid derivative in which the the free amino group of glutamic acid cyclizes to form a lactam. Sodium salt of pyroglutamic acid is used in cosmetics as a moisturizer for dry skin.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Human seminal relaxin is a product of the same gene as human luteal relaxin.
1992 May
Fast analysis of water samples for detection of anions by capillary zone electrophoresis.
2001
Strain-based sequence variations and structure analysis of murine prostate specific spermine binding protein using mass spectrometry.
2001 Aug 14
Chromosome 13 dementia syndromes as models of neurodegeneration.
2001 Dec
Recombinant wheat antifungal PR4 proteins expressed in Escherichia coli.
2001 Dec
Massive 5-oxoprolinuria with normal 5-oxoprolinase and glutathione synthetase activities.
2001 Jun
Expression and prognostic significance of lysozyme in male breast cancer.
2002
Comparison of the positive and negative ion electrospray mass spectra of some small peptides containing pyroglutamate.
2002
Continuous spectrometric assays for glutaminyl cyclase activity.
2002 Apr 1
CLAC: a novel Alzheimer amyloid plaque component derived from a transmembrane precursor, CLAC-P/collagen type XXV.
2002 Apr 2
Conformationally restricted TRH analogues: constraining the pyroglutamate region.
2002 Feb
The primary structure of cassowary (Casuarius casuarius) goose type lysozyme.
2002 Jan
Stereoselective total syntheses of the racemic form and the natural enantiomer of the marine alkaloid lepadiformine via a novel N-acyliminium ion/allylsilane spirocyclization strategy.
2002 Jun 14
Five- and six-membered ring opening of pyroglutamic diketopiperazine.
2002 Mar 22
[Effect of a drug composition containing pyroglutamic acid and pyrrolidone on the cerebral circulation].
2002 May-Jun
Fluorometric assay using naphthylamide substrates for assessing novel venom peptidase activities.
2002 Nov
Methacrylate derivatives incorporating pyroglutamic acid.
2002 Nov-Dec
Heterologous expression and characterization of human glutaminyl cyclase: evidence for a disulfide bond with importance for catalytic activity.
2002 Sep 3
Stereoselective synthesis of dipeptide beta-turn mimetics: 7-benzyl and 8-phenyl substituted azabicyclo[4.3.0]nonane amino acid esters.
2002 Sep 6
Determination of the post-translational modifications of salivary acidic proline-rich proteins.
2003 Apr
Characterization and sequence of tomato 2S seed albumin: a storage protein with sequence similarities to the fruit lectin.
2003 Apr
Pigment-epithelium-derived factor (PEDF) occurs at a physiologically relevant concentration in human blood: purification and characterization.
2003 Aug 15
[Neuroprotective properties of pyroglutamic acid in combination with pyrrolidone].
2003 Jan-Feb
[Characteristics of pyrrolidone pharmacokinetics in rats].
2003 Nov-Dec
Origin of diastereoselection in the hydrosilylation of chiral N-acyliminium intermediates derived from pyroglutamic acid.
2004 Apr 26
Glutaminyl cyclases unfold glutamyl cyclase activity under mild acid conditions.
2004 Apr 9
Toward the synthesis of pyroglutamate lauroyl ester: biocatalysis versus chemical catalysis.
2004 Feb
Stabilization of peptide guinea pig myelin basic protein 72-85 by N-terminal acetylation-implications for immunological studies.
2004 Feb
Expression, purification, and characterization of avian Thy-1 from Lec1 mammalian and Tn5 insect cells.
2004 Feb
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004 Feb 10
N-acetylation of the glutamate residue of intact glutathione conjugates in rats: a novel pathway for the metabolic processing of thiol adducts of xenobiotics.
2004 Jan
Synthesis of (2S,3S)-3'-fluoroisoleucine.
2004 Mar 7
Mass spectrometric analysis of posttranslational modifications of a carrot extracellular glycoprotein.
2004 May 25
Alpha-tocopherol pro-vitamins: synthesis, hydrolysis and accumulation in rabbit ear skin.
2004 Oct 19
The development of a higher throughput reactive intermediate screening assay incorporating micro-bore liquid chromatography-micro-electrospray ionization-tandem mass spectrometry and glutathione ethyl ester as an in vitro conjugating agent.
2004 Sep 21
A high-throughput liquid chromatography/tandem mass spectrometry method for screening glutathione conjugates using exact mass neutral loss acquisition.
2005
Anuroctoxin, a new scorpion toxin of the alpha-KTx 6 subfamily, is highly selective for Kv1.3 over IKCa1 ion channels of human T lymphocytes.
2005 Apr
Stereoselective synthesis of conformationally constrained omega-amino acid analogues from pyroglutamic acid.
2005 Aug 7
Acetaminophen-induced anion gap metabolic acidosis and 5-oxoprolinuria (pyroglutamic aciduria) acquired in hospital.
2005 Jul
Recurrent high anion gap metabolic acidosis secondary to 5-oxoproline (pyroglutamic acid).
2005 Jul
The removal of pyroglutamic acid from monoclonal antibodies without denaturation of the protein chains.
2005 Jul 1
CLPM: a cross-linked peptide mapping algorithm for mass spectrometric analysis.
2005 Jul 15
Total synthesis of pinnamine and anatoxin-a via a common intermediate. A caveat on the anatoxin-a endgame.
2005 Jul 8
Preparation and reactivity of aminoacyl pyroglutamates. Facile synthesis of 10-membered-ring cyclic dipeptides derived from 1,4-diaminobutyric and glutamic acids.
2005 Mar
Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides.
2005 May
Biomarker metabolites capturing the metabolite variance present in a rice plant developmental period.
2005 May 31
Thermostability and in vitro digestibility of a purified major allergen 2S albumin (Ses i 1) from white sesame seeds (Sesamum indicum L.).
2005 Sep 25
CFSUM1 and CFSUM2 in urine from patients with chronic fatigue syndrome are methodological artefacts.
2006 Feb
Zinc l-pyrrolidone carboxylate inhibits the UVA-induced production of matrix metalloproteinase-1 by in vitro cultured skin fibroblasts, whereas it enhances their collagen synthesis.
2012 Feb
Comparative effect of a new mouthrinse containing chlorhexidine, triclosan and zinc on volatile sulphur compounds: a randomized, crossover, double-blind study.
2016 Aug
Patents

Sample Use Guides

In Vivo Use Guide
Lange Gel will turn into foam, during application. It will cleanse skin thoroughly without any dryness effect, in order to avoid hyperseboohea phenomenon, a main cause of acne.
Route of Administration: Topical
In Vitro Use Guide
When normal human dermal fibroblasts were irradiated with UVA after a pre-treatment with 10 uM of Zinc Pidolate (Zinc PCA) for 16 h, this pretreatment suppressed the UVA-induced c-Fos expression to 110%, in comparison with the value of 200% obtained without such Zinc PCA pre-treatment. Zinc PCA induced SVCT2 mRNA expression in NHDFs in a dose-dependent manner, i.e., 115% at 25 uM and 125% at 50 uM, in comparison with the control.
Name Type Language
ZINC PIDOLATE
WHO-DD  
Common Name English
ZINC PCA
INCI  
INCI  
Official Name English
ZINC, BIS(5-OXO-L-PROLINATO)-
Common Name English
ZINC PCA [INCI]
Common Name English
ZINC PYROGLUTAMATE
Common Name English
ZINC L-PYROGLUTAMATE
Common Name English
PROLINE, 5-OXO-, ZINC SALT (2:1), L-
Common Name English
ZINC PIDOLATE [WHO-DD]
Common Name English
Code System Code Type Description
PUBCHEM
11602214
Created by admin on Tue Oct 22 19:39:15 UTC 2019 , Edited by admin on Tue Oct 22 19:39:15 UTC 2019
PRIMARY
EVMPD
SUB26632
Created by admin on Tue Oct 22 19:39:15 UTC 2019 , Edited by admin on Tue Oct 22 19:39:15 UTC 2019
PRIMARY
CAS
15454-75-8
Created by admin on Tue Oct 22 19:39:15 UTC 2019 , Edited by admin on Tue Oct 22 19:39:15 UTC 2019
PRIMARY
RXCUI
1426280
Created by admin on Tue Oct 22 19:39:15 UTC 2019 , Edited by admin on Tue Oct 22 19:39:15 UTC 2019
PRIMARY RxNorm
ECHA (EC/EINECS)
239-473-5
Created by admin on Tue Oct 22 19:39:15 UTC 2019 , Edited by admin on Tue Oct 22 19:39:15 UTC 2019
PRIMARY