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L0625

Sigma-Aldrich

D-(−)-Lactic acid

≥90%

Synonym(s):

(R)-2-Hydroxypropionic acid

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About This Item

Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
10326-41-7
Molecular Weight:
90.08
Beilstein/REAXYS Number:
1720252
EC Number:
233-713-2
MDL number:
MFCD00068311
UNSPSC Code:
12352201
PubChem Substance ID:
24896259
NACRES:
NA.25

assay

≥90%

storage temp.

−20°C

SMILES string

C[C@@H](O)C(O)=O

InChI

1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1

InChI key

JVTAAEKCZFNVCJ-UWTATZPHSA-N

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Application

Lactic acid is used as a reagent in organic synthesis (in the manufacture of adhesives). It is used in the leather, textile, and tanning industries. It may be used as a plasticizer, a catalyst, or an acidifying agent. Lactic acid has even been used as a flavoring agent in the manufacture of tobacco products.

Biochem/physiol Actions

In animals, lactic acid is a metabolic compound produced by proliferating cells and during anaerobic conditions such as strenuous exercise. Lactic acid can be oxidized back to pyruvate or converted to glucose via gluconeogenesis. Lactic acid is preferentially metabolized by neurons in several mammal species and during early brain development. D-lactate was utilized four times more slowly than L-lactate, but both isomers are absorbed at the same rate from the intestine.

Analysis Note

Assayed enzymatically using D(−)lactic dehydrogenase

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

supp_hazards

EUH071

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

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F Cahit Tanyel et al.
Urologia internationalis, 70(3), 211-215 (2003-03-28)
Inguinal hernia and hydrocele are suggested to result from the persistence of smooth muscle (SM) which should undergo programmed cell death (PCD) after presenting transiently to propel the testis. Since Ca(2+) is involved in PCD, the Ca(2+) contents of the
M Pedersen
Lung, 168 Suppl, 368-376 (1990-01-01)
The mucociliary clearance is an important part of the nonspecific defense mechanism of the human airways. Coordinated beats of cilia in the nose, trachea, and bronchi propel the mucous layer toward the pharynx, and with it inhaled microorganisms and other
Hisanori Hasegawa et al.
Analytical and bioanalytical chemistry, 377(5), 886-891 (2003-07-25)
d-Lactic and l-lactic acids were simultaneously determined by means of a column-switching high-performance liquid chromatography (HPLC) with fluorescence detection. As a fluorescence reagent, 4-nitro-7-piperazino-2,1,3-benzoxadiazole (NBD-PZ) was employed for the fluorescence derivatization of lactic acid. The proposed HPLC system adopted both
Excretion of D-lactic acid by humans.
M A JUDGE et al.
The Journal of nutrition, 76, 310-313 (1962-03-01)
Pablo Alarcon et al.
Scientific reports, 9(1), 5452-5452 (2019-04-02)
Acute ruminal acidosis (ARA) is the result of increased intake of highly fermentable carbohydrates, which frequently occurs in dairy cattle and is associated with aseptic polysynovitis. To characterise the metabolic changes in the joints of animals with ARA, we performed
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