DC Chemicals Limited
China
Product Name: Sparfosic acid
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Purity: 98.0%
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Contact: Tony Cao

51321-79-0

51321-79-0 structure

Name: Sparfosic acid
Chemical Name: (2S)-2-[(2-phosphonoacetyl)amino]butanedioic acid
CAS Number: 51321-79-0
Molecular Formula: C₆H₁₀NO₈P
Molecular Weight: 255.11900
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-11-06 00:10:08
Modify Date: 2024-01-09 18:12:31
Sparfosic acid is a DNA antimetabolite agent and a potent inhibitor of aspartate transcarbamoyl transferase. Sparfosic acid has anti-tumor activity. Aspartate transcarbamoyl transferase catalyzes the second step of de novo pyrimidine biosynthesis[1][2].

Name	(2S)-2-[(2-phosphonoacetyl)amino]butanedioic acid
Synonyms	Acide sparfosique [INN-French] n-(phosphonacetyl)-l-aspartic acid N-(Phosphonoacetyl)-L-aspartic acid N-(phosphonacetyl)-L-aspartate Sparfosic acid Acidum sparfosicum [INN-Latin] Acido sparfosico [INN-Spanish] Phosphonacetyl-L-aspartic acid N-(phosphonoacetyl)-L-aspartate

Description	Sparfosic acid is a DNA antimetabolite agent and a potent inhibitor of aspartate transcarbamoyl transferase. Sparfosic acid has anti-tumor activity. Aspartate transcarbamoyl transferase catalyzes the second step of de novo pyrimidine biosynthesis[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Metabolic Disease
In Vitro	Sparfosic acid (PALA) causes apoptosis in the resistant Br1 cells[1]. Sparfosic acid (300 µM) shows progressive accumulation of cells in S phase and activation of an apoptotic pathway leading to cell death[1]. Cell Viability Assay[1] Cell Line: Br-l and L-2 cell lines established from metastasis in nude mouse injected with the human tumor cell line MDA-MB-435 Concentration: 300 µM Incubation Time: 12, 24 and 48 hours Result: Cells were predominantly in S phase in both the cell lines, although slightly higher proportion of cells in S phase were noted in L-2 than Brl-3prl cells. Western Blot Analysis[1] Cell Line: Br-l and L-2 cell lines Concentration: 300 µM Incubation Time: 4, 10 and 24 hours Result: There was moderate difference in the level of phosphorylated Rb proteins seen in the two cell types.Marked increase in the amount of cyclin A protein was detected in the L-2 cells undergoing apoptosis with the highest level detected at 10 h post-drug treatment.In contrast, there was no increase in the level of cyclin A seen in the Brl-3prl cells.Cyclin E protein was found elevated in the L-2 cells and Brl-3prl cells compared to their respective controls.
References	[1]. Wang J, et al. Elevated cyclin A associated kinase activity promotes sensitivity of metastatic human cancer cells to DNA antimetabolite drug. Int J Oncol. 2015 Aug;47(2):782-90. [2]. Angela D. Morris, et al. A New, Efficient, Two Step Procedure for the Preparation of the Antineoplastic Agent Sparfosic Acid.

Molecular Formula	C₆H₁₀NO₈P
Molecular Weight	255.11900
Exact Mass	255.01400
PSA	171.04000

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CI9469000

CHEMICAL NAME :: L-Aspartic acid, N-(phosphonoacetyl)-

CAS REGISTRY NUMBER :: 51321-79-0

LAST UPDATED :: 199604

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C6-H10-N-O8-P

MOLECULAR WEIGHT :: 255.14

WISWESSER LINE NOTATION :: QV1YVQMV1PQQO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Human

DOSE/DURATION :: 862 mg/kg

TOXIC EFFECTS :: Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 5 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - respiratory system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 5 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

MUTATION DATA

TEST SYSTEM :: Mammal - dog

DOSE/DURATION :: 20 mg/kg

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,2565,1983

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