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27715

Sigma-Aldrich

L-(+)-Lactic acid

80%

Synonym(s):

(S)-2-Hydroxypropionic acid, Sarcolactic acid

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About This Item

Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
Molecular Weight:
90.08
Beilstein/REAXYS Number:
1720251
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

80%

form

liquid

ign. residue

≤0.1% (as SO4)

solubility

water: soluble(lit.)

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤100 mg/kg
Fe: ≤10 mg/kg

antibiotic activity spectrum

Gram-negative bacteria

mode of action

cell membrane | interferes

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-/m0/s1

InChI key

JVTAAEKCZFNVCJ-REOHCLBHSA-N

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Application


  • Pharmaceutical and biomaterial applications: L-(+)-Lactic acid enhances M2 macrophage polarization through regulation of the PCK2/AMPK/mTOR signaling pathway in poly-L-lactic acid membranes, indicating its vital role in biomedicine and materials science (Tang et al., 2024).

  • Agricultural biotechnology: The induction of defense responses in tobacco against Phytophthora nicotianae by L-(+)-Lactic acid underscores its potential application in agricultural biotechnology for plant disease management (Yan et al., 2024).



Biochem/physiol Actions

Use as a substrate for the lactic acid dehydrogenase enzymes.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Synthesis and characterization of pH-sensitive hydrogels based on chitosan and D, L-lactic acid.
Qu X, et al.
Journal of Applied Polymer Science, 74(13), 3193-3202 (1999)
Swelling and hydrolytic degradation of poly (D, L-lactic acid) in aqueous solutions.
Proikakis C S, et al.
Polymer Degradation and Stability, 91(3), 614-619 (2006)
Carlos Carmona-Fontaine et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(11), 2934-2939 (2017-03-02)
The genetic and phenotypic diversity of cells within tumors is a major obstacle for cancer treatment. Because of the stochastic nature of genetic alterations, this intratumoral heterogeneity is often viewed as chaotic. Here we show that the altered metabolism of
Recovery of L-(+)-lactic acid by anion exchange resin Amberlite IRA-400.
Cao X, et al.
Biochemical Engineering Journal, 11(2), 189-196 (2002)
T Isotalo et al.
BJU international, 88(1), 30-34 (2001-07-12)
To assess whether patients in acute urinary retention from benign prostatic enlargement can be treated with a combined therapy comprising finasteride and a bioabsorbable self-reinforced poly L-lactic acid (SR-PLLA) urethral stent. Fifty-five patients in acute urinary retention were treated as

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