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27488

Sigma-Aldrich

Citric acid

puriss. p.a., ACS reagent, anhydrous, ≥99.5% (T)

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About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
Molecular Weight:
192.12
Beilstein/REAXYS Number:
782061
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

ACS reagent
puriss. p.a.

assay

≥99.5% (T)

expl. lim.

8 %, 65 °F

ign. residue

≤0.02% (as SO4)

loss

≤0.5% loss on drying, 110 °C

pKa 

(1) 3.13, (2) 4.76, (3) 6.4

mp

153-159 °C (lit.)

anion traces

chloride (Cl-): ≤5 mg/kg
oxalate (C2O42-): ≤500 mg/kg
phosphate (PO43-): ≤5 mg/kg
sulfate (SO42-): ≤20 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤3 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤2 mg/kg
Zn: ≤5 mg/kg

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O

InChI

1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

KRKNYBCHXYNGOX-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)

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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Joséphine Beck et al.
Bioorganic & medicinal chemistry letters, 19(13), 3593-3597 (2009-05-27)
Aminocitrate (and homolog) derivatives have been prepared by bis-alkylation of glycinate Schiff bases with bromoacetates (and ethyl acrylate), followed by N-acylation and esters (partial or complete) deprotection. Aminoisocitrate was similarly obtained by mono-alkylation with diethyl fumarate. Evaluation against representative beta-lactamases
David A Robinson et al.
Journal of medicinal chemistry, 49(4), 1282-1290 (2006-02-17)
The crystal structures of the type II dehydroquinase (DHQase) from Helicobacter pylori in complex with three competitive inhibitors have been determined. The inhibitors are the substrate analogue 2,3-anhydroquinate (FA1), citrate, and an oxoxanthene sulfonamide derivative (AH9095). Despite the very different
Laura Fedele et al.
Nanoscale research letters, 6(1), 300-300 (2011-06-30)
In the recent years, great interest has been devoted to the unique properties of nanofluids. The dispersion process and the nanoparticle suspension stability have been found to be critical points in the development of these new fluids. For this reason
Joséphine Beck et al.
Bioorganic & medicinal chemistry letters, 18(13), 3764-3768 (2008-06-03)
The title compound 4 has been prepared in four steps from ethylglycinate in 63% overall yield. This amino analog of citric acid has been co-crystallized with the class A beta-lactamase BS3 of Bacillus licheniformis and the structure of the complex
Ming-Hong Chuang et al.
Bioorganic & medicinal chemistry, 17(22), 7831-7840 (2009-10-20)
Using Caenorhabditis elegans as a model organism, various natural substances and commercial health-food supplements were screened to evaluate their effects on longevity. Among the substances tested, acetic acid and Reishi polysaccharide fraction 3 (RF3) were shown to increase the expression

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