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P5960

Sigma-Aldrich

L-Pyroglutamic acid

≥97% (titration), suitable for plant cell culture, BioXtra

Synonym(s):

(S)-(−)-2-Pyrrolidone-5-carboxylic acid, (S)-5-Oxo-2-pyrrolidinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
98-79-3
Molecular Weight:
129.11
Beilstein:
82132
EC Number:
202-700-3
MDL number:
MFCD00005272
UNSPSC Code:
12352209
PubChem Substance ID:
24898722
NACRES:
NA.26

product name

L-Pyroglutamic acid, BioXtra

product line

BioXtra

Assay

≥97% (titration)

form

powder

technique(s)

cell culture | plant: suitable

impurities

≤0.0005% Phosphorus (P)

ign. residue

≤0.1%

color

white

mp

160-163 °C (lit.)

solubility

H2O: 1 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

OC(=O)[C@@H]1CCC(=O)N1

InChI

1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1

InChI key

ODHCTXKNWHHXJC-VKHMYHEASA-N

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Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1

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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Li-Hui Sun et al.
Chemical communications (Cambridge, England), 47(36), 10136-10138 (2011-08-11)
The chiral N-heterocyclic carbene bearing a proximal hydroxy group derived from L-pyroglutamic acid was found to be an efficient catalyst for the [3+2] annulation of enals and isatins to give the corresponding spirocyclic oxindolo-γ-butyrolactones in good yield with good diastereo-
Andrea Bednářová et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 164(1), 91-100 (2012-10-23)
Glucagon is conventionally regarded as a hormone, counter regulatory in function to insulin and plays a critical anti-hypoglycemic role by maintaining glucose homeostasis in both animals and humans. Glucagon performs this function by increasing hepatic glucose output to the blood
Russell W Friesen et al.
The Journal of nutrition, 137(12), 2641-2646 (2007-11-22)
Choline and glycine are inter-related through their roles in methyl metabolism. Choline is metabolized to betaine, which donates a methyl group to homocysteine to form methionine, also generating dimethylglycine, which is further metabolized to glycine. Choline is transported across the
Manuel Weber et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(46), 14792-14804 (2012-09-29)
The development and further evolution of the first catalytic asymmetric conjugate additions of azlactones as activated amino acid derivatives to enones is described. Whereas the first-generation approach started from isolated azlactones, in the second-generation approach the azlactones could be generated
M H Creer et al.
Clinical chemistry, 35(4), 684-686 (1989-04-01)
Pyroglutamic acidemia, a rare metabolic disorder, usually appears in infancy. It is characterized by retardation, ataxia, hemolytic anemia, and chronic acidosis and is caused by a marked deficiency of glutathione synthetase (EC 6.3.2.3) activity. This disease is inherited as an
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