L-Lactic acid

Base Information

• Chemical Name: L-Lactic acid
• CAS No.: 79-33-4
• Deprecated CAS: 1715-99-7
• Molecular Formula: C3H6O3
• Molecular Weight: 90.0788
• Hs Code.: 29181100
• European Community (EC) Number: 201-196-2
• UNII: F9S9FFU82N
• DSSTox Substance ID: DTXSID6034689
• Nikkaji Number: J9.134K
• Wikidata: Q27080955
• NCI Thesaurus Code: C61808
• RXCUI: 2462499
• Metabolomics Workbench ID: 37125
• ChEMBL ID: CHEMBL330546
• Mol file: 79-33-4.mol

Synonyms:2 Hydroxypropanoic Acid;2 Hydroxypropionic Acid;2-Hydroxypropanoic Acid;2-Hydroxypropionic Acid;Ammonium Lactate;D Lactic Acid;D-Lactic Acid;L Lactic Acid;L-Lactic Acid;Lactate;Lactate, Ammonium;Lactic Acid;Propanoic Acid, 2-Hydroxy-, (2R)-;Propanoic Acid, 2-Hydroxy-, (2S)-;Sarcolactic Acid

Chemical Property of L-Lactic acid

Chemical Property:

• Appearance/Colour: crystalline solid
• Vapor Pressure: 0.038Pa at 25℃
• Melting Point: 52-54 °C
• Refractive Index: n20/D 1.427
• Boiling Point: 227.6 °C at 760 mmHg
• PKA: pK at 25°, 3.79
• Flash Point: 109.9 °C
• PSA: 57.53000
• Density: 1.276 g/cm³
• LogP: -0.54820
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 10 mg/mL, clear, colorless
• Water Solubility.: SOLUBLE
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 59.1

Purity/Quality:

Purity greater than 99.5% ^*data from raw suppliers

L-LacticAcid,90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 38-41-34-36/37/38-36-35
• Safety Statements: 26-39-45-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C(=O)O)O
• Isomeric SMILES: C[C@@H](C(=O)O)O
• Recent EU Clinical Trials: A prospective, randomised, double-blinded, placebo-controlled study investigating the safety and tolerability of STA363 in patients with radiculopathy caused by lumbar disc herniation
• Recent NIPH Clinical Trials: ADL quantification using ankle device and Barthel Index Score in elderly people.
• Uses: Occurs in small quantities in the blood and muscle fluid of man and animals. The lactic acid concentration increases in muscle and blood after vigorous activity. L-(+)-Lactic acid is also present in liver, kidney, thymus gland, human amniotic fluid, and o It is most commonly used for fluid resuscitation after blood loss due to trauma, surgery, or burn injury. It is used in the agricultural, chemical, leather processing, pharmaceuticals, and cosmetics industries, used as an electroplating agent, food/feed additive, pH regulator, cleaning/washing agent, and tanning agent; used to flavor animal feeds; used as a solvent and intermediate in chemical production, as a pH regulator in fabric finishing, and in paints, coatings, soaps, and cleaning products; used to make large scale and fine chemicals, pulp-paper-paper products, food products, and plastic products, in mining, health services, agriculture-forestry-fishing, and building and construction work. Lactic acid has been used:as a component in substrate solution II for lactate dehydrogenase reactionas an additive in storage solution Aas a supplement in the artificial gastric juice preparation for evaluation of degree of resistance Lactobacillus to the gastric stresses

Technology Process of L-Lactic acid

There total 177 articles about L-Lactic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 15.5%

citric acid (77-92-9,906507-37-7) → Oxalacetic acid (328-42-7) + L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + 3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) + acetic acid (64-19-7,77671-22-8) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

With Leuconostoc mesenteroides; at 30 ℃; for 1h; potassium phosphate buffer, pH 5.0; other conditions also investigated; several substrates investigated;

Reference yield: 15.5%

citric acid (77-92-9,906507-37-7) → Oxalacetic acid (328-42-7) + L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + D-Lactic acid (10326-41-7,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetic acid (64-19-7,77671-22-8) + 2-oxo-propionic acid (127-17-3) + dimethylglyoxal (431-03-8)

Guidance literature:

With Leuconostoc mesenteroides; at 30 ℃; for 1h; potassium phosphate buffer, pH 5.0; other conditions also investigated; several substrates investigated;

Reference yield:

propylene glycol (57-55-6,63625-56-9) → 2-hydroxypropanal (3913-65-3) + L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6)

Guidance literature:

With Pseudomonas putida HK-5 pyrroloquinoline quinone-dependent alcohol dehydrogenase; 4,4'-azobis(1-methylpyridinium) bis(methyl sulfate); NADH; In aq. buffer; for 2h; pH=7.1; enantioselective reaction; Catalytic behavior; Electrolysis; Enzymatic reaction;

DOI:10.1016/j.procbio.2017.01.006

upstream raw materials:

L-alanin

D-Alanine

rac-Ala-OH

LACTIC ACID

Downstream raw materials:

(S)-Methyl lactate

methyl-(S)-2-chloropropionate

(S)-Ethyl lactate

2-oxo-propionic acid

Refernces

• 1、 Fujita, Ryunosuke,Hayashi, Wakana,Kubota, Shunichi,Nishi, Tatsuya,Nishiyama, Akira,Ochiai, Hidenori,Sasagawa, Miwa. "Asymmetric Synthesis of Optically Active 3-Cyclohexene-1-carboxylic Acid Utilizing Lactic Ester as a Chiral Auxiliary in the Diastereoselective Diels–Alder Reaction". supporting information. . Retrieved 2022/02/09.
• 2、 Brumley, David A.,Chen, Qi-Yin,Gunasekera, Sarath P.,Luesch, Hendrik,Paul, Valerie J.. "Discovery, Total Synthesis, and SAR of Anaenamides A and B: Anticancer Cyanobacterial Depsipeptides with a Chlorinated Pharmacophore". . p. 4235 - 4239. Retrieved 2020/06/27.