867-56-1

Basic information

• Product Name: Sodium (S)-lactate
• Synonyms: L(+)LACTIC ACID SODIUM;L-LACTIC ACID SODIUM SALT, 40% SOLUTION IN WATER;SodiumL-lactate,98+%;L-Lactic acid, sodium salt, 60 wt% solution in water;Sodium Lactate-1-13C;L-Sodium;Lactic acid-Na-salt;Natrium-(S)-lactat
• CAS NO: 867-56-1
• Molecular Formula: C₃H₅O₃*Na
• Molecular Weight: 112.06
• EINECS: 212-762-3
• Product Categories: INORGANIC & ORGANIC CHEMICALS
• Mol File: 867-56-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 163-165 °C(lit.)
• Boiling Point: 227.6 °C at 760 mmHg
• Flash Point: 109.9 °C
• Appearance: White to yellow/Powder
• Density: 1.33
• Refractive Index: 1,422-1,425
• Storage Temp.: 2-8°C
• Solubility: Aqueous Base (Sparingly), Water (Sparingly)
• Water Solubility: soluble
• Sensitive: Hygroscopic
• Stability: Hygroscopic
• BRN: 4567087
• CAS DataBase Reference: Sodium (S)-lactate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium (S)-lactate(867-56-1)
• EPA Substance Registry System: Sodium (S)-lactate(867-56-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 1
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 867-56-1(Hazardous Substances Data)

Usage

Chemical Properties

clear viscous liquid

Uses

Sodium L-lactate is used as a food additive, preservative, acidity regulator and bulking agent. It finds application in shampoo and liquid soaps and other related products. It acts as an effective humectant and moisturizer. It is used in the treatment of arrhythmias.

General Description

Sodium L-lactate is an alkalinizing compound, currently being researched for its efficacy in the treatment of acidosis.

Flammability and Explosibility

Nonflammable

Biochem/physiol Actions

L-lactate is produced from pyruvate by the enzyme lactate dehydrogenase. Lactate production occurs during anaerobic glycolysis or in proliferatively active cells.

InChI:InChI=1/C3H6O3.Na/c1-2(4)3(5)6;/h2,4H,1H3,(H,5,6);/q;+1/p-1

Synthetic route

sodium pyruvate (113-24-6) → sodium L-lactate (867-56-1)

Conditions	Yield
enzymatic electrolysis;	70%
With L-lactate dehydrogenase from rabbit muscle; β-nicotinamide reduced form In phosphate buffer at 25℃; for 0.1h; pH=7.4; Kinetics; Further Variations:; Reagents; time;
With NAD; sodium formate; carbon co-immobilized lactate dehydrogenase and formate dehydrogenase In aq. buffer at 20℃; for 24h; Enzymatic reaction;

L-menthyl L-lactoyl L-lactate (923031-01-0) + L-menthyl L-lactoyl L-lactoyl L-lactate (923031-02-1) → (-)-menthol (2216-51-5) + sodium L-lactate (867-56-1) + (1R,2S,5R)-menthyl (S)-(-)-lactate (61597-98-6)

Conditions	Yield
With sodium hydroxide; water In n-heptane at 15 - 60℃; for 0.6 - 3.6h; pH=11.65 - 14; Product distribution / selectivity;	A 5.95% B n/a C 51.71%

serin (302-84-1) → C3H6NO3(1-)*Na(1+) (246855-94-7) + sodium acetate (127-09-3) + sodium butyrate (156-54-7) + sodium L-lactate (867-56-1)

Conditions	Yield
Stage #1: serin at 37℃; for 48h; pH=7.3 - 7.4; Microbiological reaction; aq. phosphate buffer; Inert atmosphere; Stage #2: With sodium hydroxide pH=9.5; aq. phosphate buffer; enantioselective reaction;

L-Lactic acid (79-33-4) → sodium L-lactate (867-56-1)

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 3h;

(1S,2S,4S,5R)-(+)-(N-hexadecyl-5-vinyl-2-quinuclidinium)methanol bromide + sodium L-lactate (867-56-1) → C3H5O3(1-)*C26H50NO(1+) (1357498-43-1)

Conditions	Yield
In methanol Reflux;	98%

2-(2-ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-8-piperidin-4-yl-9H-purine hydrochloride (1257384-39-6) + sodium L-lactate (867-56-1) → (S)-1-(4-((2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-1-yl)-2-hydroxypropan-1-one (1257385-44-6)

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	92%

butyl [(1R,2S,5R)-(-)-menthoxymethyl]pyrrolidinium chloride + sodium L-lactate (867-56-1) → butyl [(1R,2S,5R)-(-)-menthoxymethyl]pyrrolidinium L-lactate

Conditions	Yield
In acetone	89.5%

methyl [(1R,2S,5R)-(-)-menthoxymethyl]pyrrolidinium chloride + sodium L-lactate (867-56-1) → methyl [(1R,2S,5R)-(-)-menthoxymethyl]pyrrolidinium L-lactate

Conditions	Yield
In acetone	86.4%

L-phenylalanine tert-butyl ester (16874-17-2) + sodium L-lactate (867-56-1) → (S,S)-tert-butyl 2-[(2-hydroxypropanoyl)amino]-3-phenylpropanoate (1309945-57-0)

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;	85%

butyl [(1R,2S,5R)-(-)-menthoxyacetyl]pyrrolidinium chloride + sodium L-lactate (867-56-1) → butyl [(1R,2S,5R)-(-)-menthoxyacetyl]pyrrolidinium L-lactate

Conditions	Yield
In acetone	84.4%

methyl [(1R,2S,5R)-(-)-menthoxyacetyl]pyrrolidinium chloride (1018332-55-2) + sodium L-lactate (867-56-1) → methyl [(1R,2S,5R)-(-)-menthoxyacetyl]pyrrolidinium L-lactate

Conditions	Yield
In acetone	84.1%

Br(1-)*C22H46NO(1+) (145707-12-6) + sodium L-lactate (867-56-1) → C3H5O3(1-)*C22H46NO(1+) (1357498-66-8)

Conditions	Yield
In methanol Reflux;	83%

(1S,2R,4S,5R)-(+)-(N-hexadecyl-5-vinyl-2-quinuclidinium)methanol bromide + sodium L-lactate (867-56-1) → C3H5O3(1-)*C26H50NO(1+) (1357498-51-1)

Conditions	Yield
In methanol Reflux;	82%

sodium L-lactate (867-56-1) + (-)-N-dodecyl-N-methylephedrinium bromide (31351-20-9, 57155-63-2, 116071-58-0) → C3H5O3(1-)*C23H42NO(1+) (1261244-81-8)

Conditions	Yield
In methanol Reflux;	80%
for 24h; Heating;	60%

C10H8I3NO5S + sodium L-lactate (867-56-1) → C13H12I3NO6 (1245566-29-3)

Conditions	Yield
With 1H-imidazole In N,N-dimethyl acetamide at 40℃; for 10h; Product distribution / selectivity; Inert atmosphere;	76.7%

sodium L-lactate (867-56-1) + 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-[2-O-benzoyl-4-O-methyl-3-O-(4-amino-2-O-benzoyl-3-O-methyl-β-D-quinovopyranosyl)-α-L-rhamnopyranosyl]-α-L-rhamnopyranoside hydrochloride → 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-{2-O-benzoyl-4-O-methyl-3-O-[2-O-benzoyl-4-(L-2'-hydroxy)propionamido-3-methyl-β-D-quinovopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside (179601-57-1)

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Ambient temperature;	75%

sodium L-lactate (867-56-1) + acetyl chloride (75-36-5) → (S)-2-acetoxypropanoyl chloride (36394-75-9)

Conditions	Yield
With hydrogenchloride; thionyl chloride In diethyl ether	64%

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + sodium L-lactate (867-56-1) → 1-<(S)-2-hydroxy-1-oxopropyl>-L-proline phenylmethyl ester (89537-18-8)

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide for 24h; Ambient temperature;	60%

sodium L-lactate (867-56-1) + H-Pro-OBzl (41324-66-7) → 1-<(S)-2-hydroxy-1-oxopropyl>-L-proline phenylmethyl ester (89537-18-8)

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide for 24h; Ambient temperature;	60%

rhodium(III) chloride trihydrate + sodium L-lactate (867-56-1) → (S)-(+)-Rh2{(HO)(CH3)CHCOO}4

Conditions	Yield
In ethanol; water soln. of Rh salt added to soln. of the acid in 90% aq. EtOH (N2), refluxed (3 h, N2, color change from red to green), cooled (room temp.); ppt. filtered off, evapd., residue dissolved (abs. acetone), filtered, evapd., chromd. (silica gel, Et2O/EtOH); elem. anal.;	42%

2-(2-ethylbenzoimidazol-1-yl)-8-(3-methoxyazetidin-3-yl)-9-methyl-6-morpholin-4-yl-9H-purine (1257384-82-9) + sodium L-lactate (867-56-1) → (S)-1-(3-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)-3-methoxyazetidin-l-yl)-2-hydroxypropan-1-one (1257385-29-7)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h;	23%

sodium L-lactate (867-56-1) → (S)-2-acetoxypropanoyl chloride (36394-75-9)

1 ,6-dibromohexane (629-03-8) + sodium L-lactate (867-56-1) → C6 bis-L-lactate diol (846588-11-2)

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 60℃; for 72h;
In N,N-dimethyl-formamide at 60℃; for 72h;

sodium L-lactate (867-56-1) → S-(-)-[2-(acetyloxy)]propionic acid sodium salt (138893-50-2)

Conditions	Yield
With hydrogenchloride; sodium acetate; acetic anhydride In acetic acid

7'-(2-chlorophenyl)-6'-(4-chlorophenyl)-3',4'-dihydrospiro[cyclohexane-1,2'-pyrano[2,3-b]pyridin]-4'-amine (1044583-52-9) + sodium L-lactate (867-56-1) → (2S)-N-[(S)-7'-(2-chlorophenyl)-6'-(4-chlorophenyl)-3',4'-dihydrospiro[cyclohexane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]-2-hydroxypropanamide (1044587-76-9) + (2S)-N-[(R)-7'-(2-chlorophenyl)-6'-(4-chlorophenyl)-3',4'-dihydrospiro[cyclohexane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]-2-hydroxypropanamide (1044584-17-9)

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;

5-(N-sulfinylamino)isophthalic acid dimethyl ester + sodium L-lactate (867-56-1) → 5-[(2S)-2-hydroxypropionyl]-isophthalic acid dimethyl ester

Conditions	Yield
With 1,2,4-Triazole In N,N-dimethyl acetamide at 40℃; for 3h; Inert atmosphere;

methanol (67-56-1) + sodium L-lactate (867-56-1) → (S)-Methyl lactate (27871-49-4)

Conditions	Yield
With carbon dioxide at 165℃; under 21110.9 - 39353.1 Torr; for 1h; Product distribution / selectivity; Industry scale;

C44H50EuN6O11P2(1-)*H(1+) + sodium L-lactate (867-56-1) → C44H50EuN6O11P2(1-)*C3H5O3(1-)*H(1+)*Na(1+)

Conditions	Yield
In water at 21.84℃; pH=7.4;

C39H45EuN5O7P2(1+)*Cl(1-) + sodium L-lactate (867-56-1) → C39H45EuN5O7P2(1+)*C3H5O3(1-)*Na(1+)*Cl(1-)

Conditions	Yield
In methanol; water at 21.84℃; pH=7.4;

sodium L-lactate (867-56-1) → sodium pyruvate (113-24-6)

Conditions	Yield
With Aerococcus viridans L-lactate oxidase, wild-type, containing oxidized-state FMN cofactor In aq. phosphate buffer at 20℃; pH=6.5; Kinetics; Reagent/catalyst; Temperature; Flow reactor;

Upstream product

• 302-84-1 serin 
• 79-33-4 L-Lactic acid 
• 923031-01-0 L-menthyl L-lactoyl L-lactate 
• 923031-02-1 L-menthyl L-lactoyl L-lactoyl L-lactate 
• 113-24-6 sodium pyruvate 

Downstream Products

• 535-17-1 (S)-2-acetoxypropionic acid 
• 113-24-6 sodium pyruvate 
• 1309945-57-0 (S,S)-tert-butyl 2-[(2-hydroxypropanoyl)amino]-3-phenylpropanoate 
• 1261244-81-8 C₃H₅O₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾ 
• 27871-49-4 (S)-Methyl lactate 
• 1245566-29-3 C₁₃H₁₂I₃NO₆ 
• 1044587-76-9 (2S)-N-[(S)-7'-(2-chlorophenyl)-6'-(4-chlorophenyl)-3',4'-dihydrospiro[cyclohexane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]-2-hydroxypropanamide 
• 1044584-17-9 (2S)-N-[(R)-7'-(2-chlorophenyl)-6'-(4-chlorophenyl)-3',4'-dihydrospiro[cyclohexane-1,2'-pyrano[2,3-b]pyridin]-4'-yl]-2-hydroxypropanamide 
• 36394-75-9 (S)-2-acetoxypropanoyl chloride 
• 179601-57-1 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-{2-O-benzoyl-4-O-methyl-3-O-[2-O-benzoyl-4-(L-2'-hydroxy)propionamido-3-methyl-β-D-quinovopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside 
• 89537-18-8 1-<(S)-2-hydroxy-1-oxopropyl>-L-proline phenylmethyl ester 

Relevant articles and documents

Cross-linked LDH crystals for lactate synthesis coupled to electroenzymatic regeneration of NADH

Lactate dehydrogenase (LDH) was crystallized from concentrated ammonium sulfate solution and cross-linked with glutaraldehyde to afford long-lived enzymatically active cross-linked crystals (LDH-CLC). The crystals were employed in an electrolytic cell for lactate production from pyruvate, in which the cathode consisted of a carbon electrode containing a coating of lipoamide dehydrogenase (LiDH) immobilized with methyl viologen under a Nafion membrane. This cell was more effective than a similar cell containing LDH in soluble form. An even greater improvement in performance was achieved by chemically binding a viologen derivative to the LiDH and using an electrode based on this modified enzyme in a cell containing LDH-CLC. The activity of the LDH-CLC is much less sensitive to pH than that of the soluble enzyme.

NOVEL STING AGONISTS

The present invention provides compounds of Formula I′: wherein , W, X, Y, Z, Z1, Z2, R1, R2, R3, R4 and R5 are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt, prodrug ester or solvate form thereof, wherein all of the variables are as defined herein. These compounds are effective at modulating the STING protein and thus can be used as medicaments for treating or preventing disorders affected by the agonism of STING.

Effect of high-pressure processing on activity and structure of alkaline phosphatase and lactate dehydrogenase in buffer and milk

Changes in the activity and structure of alkaline phosphatase (ALP) and L-lactate dehydrogenase (LDH) were investigated after high pressure processing (HPP). HPP treatments (206-620 MPa for 6 and 12 min) were applied to ALP and LDH prepared in buffer, fat-free milk, and 2% fat milk. Enzyme activities were measured using enzymatic assays, and changes in structure were investigated using far-ultraviolet circular dichroism (CD) spectroscopy and dynamic light scattetering (DLS). Kinetic data indicated that the activity of ALP was not affected after 6 min of pressure treatments (206-620 MPa), regardless of the medium in which the enzyme was prepared. Increasing the processing time to 12 min did significantly reduce the activity of ALP at 620 MPa (P 0.001). However, even the lowest HPP treatment of 206 MPa induced a reduction in LDH activity, and the course of reduction increased with HPP treatment until complete inactivation at 482, 515, and 620 MPa. CD data demonstrated a partial change in the secondary structure of ALP at 620 MPa, whereas the structure of LDH showed gradual denaturation after exposure at 206 MPa for 6 min, leading to a random coil structure at both 515 and 620 MPa. DLS results indicated aggregation of ALP only at HPP treatment of 206 MPa and not above and enzyme precipitation as well as aggregation at 345, 415, 482, and 515 MPa. The loss of LDH activity with increasing pressure and time treatment was due to the combined effects of denaturation and aggregation.