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02711

Sigma-Aldrich

Hydroxypyruvic acid phosphate lithium salt

≥95% (HPLC)

Empirical Formula (Hill Notation):
C3H5O7P · xLi+
CAS Number:
Molecular Weight:
184.04 (free acid basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥95% (HPLC)
5.0-14.0% (lithium, ICP)

impurities

≤8.0% water

storage temp.

−20°C

SMILES string

O=C(O)C(COP(O)(O)=O)=O

InChI

1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)

InChI key

LFLUCDOSQPJJBE-UHFFFAOYSA-N

Biochem/physiol Actions

L-Serine may be derived from four possible sources: dietary intake, biosynthesis from the glycolytic intermediate 3-phosphoglycerate, from glycine, and by protein and phospholipid degradation. In the biosynthetic pathway, the glycolytic intermediate 3-phosphoglycerate is converted into phosphohydroxy-pyruvate, in a reaction catalyzed by 3-phosphoglycerate dehydrogenase (3- PGDH; EC 1.1.1.95). Phosphohydroxypyruvate is metabolized to phosphoserine by phosphohydroxypyruvate aminotransferase (EC 2.6.1.52) and, finally, phosphoserine is converted into L-serine by phosphoserine phosphatase (PSP; EC 3.1.3.3). In liver tissue, the serine biosynthetic pathway is regulated in response to dietary and hormonal changes. Of the three synthetic enzymes, the properties of 3-PGDH and PSP are the best documented. Hormonal factors such as glucagon and corticosteroids also influence 3-PGDH and PSP activities in interactions dependent upon the diet. L-serine plays a central role in cellular proliferation. L-Serine is the predominant source of one-carbon groups for the de novo synthesis of purine nucleotides and deoxythymidine monophosphate. It has long been recognized that, in cell cultures, L-serine is a conditional essential amino acid, because it cannot be synthesized in sufficient quantities to meet the cellular demands for its utilization. In recent years, L-serine and the products of its metabolism have been recognized not only to be essential for cell proliferation, but also to be necessary for specific functions in the central nervous system. The findings of altered levels of serine and glycine in patients with psychiatric disorders and the severe neurological abnormalities in patients with defects of L-serine synthesis underscore the importance of L-serine in brain development and function; e.g. Alzheimer′s disease, schizophrenia, heart failure, and juvenile myoclonic epilepsy.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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