laevo-serine
propanoic acid, 2-amino-3-hydroxy-, (S)-
Identification
| Name | laevo-serine |
| CAS Number | 56-45-1 |
| EINECS | 200-274-3 |
| FDA UNII | 452VLY9402 |
| Molecular Formula | C3 H7 N O3 |
| Molecular Weight | 105.09339000 |
| MDL Number | MFCD00064224 |
| Nikkaji Number | J1.195I |
| Beilstein | 1721404 |
| XlogP3 | -3.10 (est) |
Regulatory
| FDA Mainterm (SATF) | 56-45-1 ; L-SERINE |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 220.00 to 222.00 °C. @ 760.00 mm Hg |
| Boiling Point | 394.00 to 396.00 °C. @ 760.00 mm Hg |
| Flash Point | 378.00 °F. TCC ( 192.22 °C. ) |
| logP (o/w) | -1.580 |
| Soluble in | water, 4.02e+005 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antistatic agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | special dietary and nutritional additives |
| Recommendation for laevo-serine usage levels up to | not for fragrance use. |
| Recommendation for laevo-serine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
L-
alanine, 3-hydroxy-
(S)-2-
amino-3-hydroxy-propanoic acid
(2S)-2-
amino-3-hydroxypropanoic acid
(S)-2-
amino-3-hydroxypropanoic acid
2-
amino-3-hydroxypropanoic acid, (S)-
(S)-2-
amino-3-hydroxypropionic acid
L-2-
amino-3-hydroxypropionic acid
alpha-
amino-beta-hydroxypropionic acid
L-3-
hydroxy-2-aminopropionic acid
beta-
hydroxyalanine
propanoic acid, 2-amino-3-hydroxy-, (S)
propanoic acid, 2-amino-3-hydroxy-, (S)-
(S)-
serine
(S)-(-)-
serine
L-
serine
serine, L-
PubMed:
Lowering Plasma 1-Deoxysphingolipids Improves Neuropathy in Diabetic Rats.
PubMed:
New amino acid germinants for spores of the enterotoxigenic Clostridium perfringens type A isolates.
PubMed:
High-yield phosphatidylserine production via yeast surface display of phospholipase D from Streptomyces chromofuscus on Pichia pastoris.
PubMed:
Targeting cystalysin, a virulence factor of treponema denticola-supported periodontitis.
PubMed:
Arginine vasopressin regulated ASCT1 expression in astrocytes from stroke-prone spontaneously hypertensive rats and congenic SHRpch1_18 rats.
PubMed:
Gustatory responsiveness to the 20 proteinogenic amino acids in the spider monkey (Ateles geoffroyi).
PubMed:
Cane molasses as a source of precursors in the bioproduction of tryptophan by Bacillus subtilis.
PubMed:
Influence of nanoparticle-membrane electrostatic interactions on membrane fluidity and bending elasticity.
PubMed:
Hydrolysis of wheat gluten by combining peptidases of Flammulina velutipes and electrodialysis.
PubMed:
Enzymatic synthesis of phosphatidylserine using bile salt mixed micelles.
PubMed:
One-step of tryptophan attenuator inactivation and promoter swapping to improve the production of L-tryptophan in Escherichia coli.
PubMed:
Pathological alterations of astrocytes in stroke-prone spontaneously hypertensive rats under ischemic conditions.
PubMed:
Olfactory sensitivity to amino acids in the blackspot sea bream (Pagellus bogaraveo): a comparison between olfactory receptor recording techniques in seawater.
PubMed:
Soybean-derived phosphatidylserine improves memory function of the elderly Japanese subjects with memory complaints.
PubMed:
Purification, biochemical characterization, and cloning of phospholipase D from Streptomyces racemochromogenes strain 10-3.
PubMed:
Nutrient selection in the absence of taste receptor signaling.
PubMed:
Toxicology studies with N-acetyl-L-serine.
PubMed:
Feruloyl dioleoylglycerol antioxidant capacity in phospholipid vesicles.
PubMed:
A 90-day Feeding Toxicity Study of l-Serine in Male and Female Fischer 344 Rats.
PubMed:
Effect of acute copper sulfate exposure on olfactory responses to amino acids and pheromones in goldfish (Carassius auratus).
PubMed:
A 13-week subchronic oral toxicity study of L-serine in rats.
PubMed:
Two crystal structures of lysyl-tRNA synthetase from Bacillus stearothermophilus in complex with lysyladenylate-like compounds: insights into the irreversible formation of the enzyme-bound adenylate of L-lysine hydroxamate.
PubMed:
Importance of tyrosine residues of Bacillus stearothermophilus serine hydroxymethyltransferase in cofactor binding and L-allo-Thr cleavage.
PubMed:
Mechanism of the suppression against D-galactosamine-induced hepatic injury by dietary amino acids in rats.
PubMed:
Adaptational modification of serine and threonine metabolism in the liver to essential amino acid deficiency in rats.
PubMed:
Serine dehydratase and tyrosine aminotransferase activities increased by long-term starvation and recovery by refeeding in rainbow trout (Oncorhynchus mykiss).
PubMed:
Respiratory deficiency mediates the regulation of CHO1-encoded phosphatidylserine synthase by mRNA stability in Saccharomyces cerevisiae.
PubMed:
The influence of extrusion on loss and racemization of amino acids.
PubMed:
Glutamate reduces secretion of l-serine in astrocytes isolated from stroke-prone spontaneously hypertensive rats.
PubMed:
Enzymatic and mechanistic studies on the formation of N-phenylglycolohydroxamic acid from nitrosobenzene and pyruvate in spinach leaf homogenate.
PubMed:
The neurotransmitters glycine and GABA stimulate glucagon-like peptide-1 release from the GLUTag cell line.
PubMed:
Anticholesterolemic effect of 3,4-di(OH)-phenylpropionic amides in high-cholesterol fed rats.
PubMed:
Molecular characterization of the CmbR activator-binding site in the metC-cysK promoter region in Lactococcus lactis.
PubMed:
Application of stepwise discriminant analysis to classify commercial orange juices using chiral micellar electrokinetic chromatography-laser induced fluorescence data of amino acids.
PubMed:
The relative affective potency of glycine, L-serine and sucrose as assessed by a brief-access taste test in inbred strains of mice.
PubMed:
Inverse correlation between the nitrogen balance and induction of rat liver serine dehydratase (SDH) by dietary protein.
PubMed:
Pseudoalteromonas sagamiensis sp. nov., a marine bacterium that produces protease inhibitors.
PubMed:
Serine metabolism in Lactobacillus plantarum.
PubMed:
Control of oxalate formation from L-hydroxyproline in liver mitochondria.
PubMed:
[Effect of hypoproteic diets enriched with essential and non-essential amino acids on the uninephrectomized rat ].
PubMed:
Use of a novel method to characterize the response of spores of non-proteolytic Clostridium botulinum types B, E and F to a wide range of germinants and conditions.
PubMed:
Regulation of the metC-cysK operon, involved in sulfur metabolism in Lactococcus lactis.
PubMed:
Chlorosis-inducing products from Pseudomonas syringae pathovars: new N-coronafacoyl compounds.
PubMed:
Accelerative effect of olive oil on liver glycogen synthesis in rats subjected to water-immersion restraint stress.
PubMed:
Oxalate synthesis in mammals: properties and subcellular distribution of serine:pyruvate/alanine:glyoxylate aminotransferase in the liver.
PubMed:
Conversion to docosahexaenoic acid-containing phosphatidylserine from squid skin lecithin by phospholipase D-mediated transphosphatidylation.
PubMed:
Formation of sugar-specific reactive intermediates from (13)C-labeled L-serines.
PubMed:
Pyrazine formation from serine and threonine.
PubMed:
Fumonisin B1 induces protein kinase C translocation via direct interaction with diacylglycerol binding site.
PubMed:
Efficient L-serine production from methanol and glycine by resting cells of Methylobacterium sp. strain MN43.
PubMed:
[Regulation of gene expression by nutrients].
PubMed:
Lack of attenuation of valproic acid-induced embryotoxicity by compounds involved in one-carbon transfer reactions.
PubMed:
Consumption of carbohydrate or medium- or long-chain triglycerides by unfed rats exerts different protein-sparing effects.
PubMed:
Periportal expression of the serine dehydratase gene in rat liver.
PubMed:
2-Methyl-L-tryptophan is a substrate of tryptophanase.
PubMed:
Nutritional profile and antimicrobial spectrum of the spice Aframomum danielli K. Schum.
PubMed:
Enzymatic assay for L-serine and glyoxylate involving the enzymes in the serine pathway of a methylotroph.
PubMed:
Regulation of yeast phosphatidylserine synthase and phosphatidylinositol synthase activities by phospholipids in Triton X-100/phospholipid mixed micelles.
PubMed:
Phosphorylation of yeast phosphatidylserine synthase in vivo and in vitro by cyclic AMP-dependent protein kinase.
PubMed:
Chemotactic behavior of Campylobacter jejuni.
PubMed:
Behavior of L-threonine-degrading enzymes during liver regeneration.
PubMed:
Fasting and refeeding modulate neutral amino acid transport activity in the basolateral membrane of the rat exocrine pancreatic epithelium: fasting-induced insulin insensitivity.
PubMed:
Effects of chronic uraemia on the formation of glucose and urea plus ammonia from L-alanine, L-glutamine and L-serine in isolated rat hepatocytes.
PubMed:
Adaptation of rats to diets containing different levels of protein: effects on food intake, plasma and brain amino acid concentrations and brain neurotransmitter metabolism.
PubMed:
Mutagenicity studies on N-nitrosated products of the Maillard browning reaction: N-nitroso-fructose-amino acids.
PubMed:
Threonine imbalance and the threonine requirement of the chicken.
PubMed:
Genetic control of serine dehydratase and phosphoenolpyruvate carboxykinase in mice.
PubMed:
The effect of o,p'-DDT feeding and food deprivation on plasma and liver amino acids and liver serine dehydratase in rats.
PubMed:
Induction of pyridoxal phosphate-dependent enzymes in vitamin B-6 deficient rats.
PubMed:
The structure of two alanine containing ferrichromes: sequence determination by proton magnetic resonance.
PubMed:
Neonatal rise of rat liver tyrosine aminotransferase and serine dehydratase activity associated with lack of food.
PubMed:
Effect of cold exposure on the response of rats to a dietary amino acid imbalance.
PubMed:
Associations among food and protein intake, serine dehydratase, and plasma amino acids.
PubMed:
Serine Transhydroxymethylase of Cauliflower (Brassica oleracea var. botrytis L.): Partial Purification and Properties.