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Sigma-Aldrich

Sodium (±)-homocitrate tribasic

Synonym(s):

2-Hydroxy-1,2,4-butanetricarboxylic acid trisodium salt, Trisodium homocitrate

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About This Item

Empirical Formula (Hill Notation):
C7H7Na3O7
Molecular Weight:
272.10
MDL number:
MFCD16875434
UNSPSC Code:
12352106
PubChem Substance ID:
329757376
NACRES:
NA.25

impurities

≤15.0% water

SMILES string

[Na+].[Na+].[Na+].OC(CCC([O-])=O)(CC([O-])=O)C([O-])=O

InChI

1S/C7H10O7.3Na/c8-4(9)1-2-7(14,6(12)13)3-5(10)11;;;/h14H,1-3H2,(H,8,9)(H,10,11)(H,12,13);;;/q;3*+1/p-3

InChI key

SNTBDRNHMPWDFS-UHFFFAOYSA-K

Application

Sodium (±)-homocitrate tribasic may be used in studies of formation and function of the iron-molybdenum cofactor (FeMo-co) which contains 7Fe, 9S, Mo, R-homocitrate. FeMo-co is essential for nitrogen fixation by nitrogenous organisms.

Biochem/physiol Actions

Component of the iron-molybdenum cofactor of nitrogenases , essential isomerization of homocitrate via homoaconitate to homoisocitrate, homocitrate accumulation seems to act as a sensor of lysine-pathway distress.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T R Hoover et al.
Nature, 329(6142), 855-857 (1987-10-04)
Nitrogenase catalyses the ATP-dependent reduction of N2 to NH3, and is composed of two proteins, dinitrogenase (MoFe protein or component I) and dinitrogenase reductase (Fe protein or component II). Dinitrogenase contains a unique prosthetic group (iron-molybdenum cofactor, FeMoco) comprised of
T R Hoover et al.
Biochemistry, 28(7), 2768-2771 (1989-04-04)
When apodinitrogenase (lacking FeMo-co) was activated with FeMo-co synthesized in vitro in the presence of 3H-labeled homocitrate, label was incorporated into dinitrogenase. The physical association of the label with FeMo-co was demonstrated by reisolation and purification of the cofactor from
L Ma et al.
The Journal of biological chemistry, 269(27), 18007-18015 (1994-07-08)
Here we report the large scale isolation and characterization of a species, designated MoFe cluster, that exhibits an S = 3/2 EPR signal, and the comparison of this entity to isolated FeMo cofactor in N-methylformamide and to the active site
J Imperial et al.
Biochemistry, 28(19), 7796-7799 (1989-09-19)
(R)-2-Hydroxy-1,2,4-butanetricarboxylic acid [(R)-homocitrate] has been has been recently reported to be an integral constituent of the otherwise thought to be inorganic iron-molybdenum cofactor of dinitrogenase [Hoover, T.R., Imperial, J., Ludden, P.W., & Shah, V.K. (1989) Biochemistry 28,2768-2771]. Different organic acids
Leonardo Curatti et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(45), 17626-17631 (2007-11-06)
Biological nitrogen fixation, the conversion of atmospheric N2 to NH3, is an essential process in the global biogeochemical cycle of nitrogen that supports life on Earth. Most of the biological nitrogen fixation is catalyzed by the molybdenum nitrogenase, which contains
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