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514101

Sigma-Aldrich

1,2,4-Butanetricarboxylic acid

Synonym(s):

1,2,4-Tricarboxybutane, 3-Carboxyhexanedioic acid, NSC 60127, NSC 8447

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About This Item

Linear Formula:
HO2CCH2CH2CH(CO2H)CH2CO2H
CAS Number:
923-42-2
Molecular Weight:
190.15
MDL number:
MFCD00152304
UNSPSC Code:
12352100
PubChem Substance ID:
24873740
NACRES:
NA.22

Quality Level

100

mp

117-120 °C (lit.)

SMILES string

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

InChI

1S/C7H10O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h4H,1-3H2,(H,8,9)(H,10,11)(H,12,13)

InChI key

LOGBRYZYTBQBTB-UHFFFAOYSA-N

Gene Information

human ... FOLH1(2346)

Application

Biological activity:
  • Tetracoordinate Ni(II) binding by E. coli NikA employs His416 residue in conjunction with three carboxylate ligands from butane-1,2,4-tricarboxylate (BTC)
  • Potential inhibitor of glutamate carboxypeptidase II

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Some Syntheses of 1, 2, 4-Butanetricarboxylic Acid1.
Lynn JW and Roberts RL.
The Journal of Organic Chemistry, 26(11), 4303-4305 (1961)
IR spectroscopy study of cyclic anhydride as intermediate for ester crosslinking of cotton cellulose by polycarboxylic acids. V. Comparison of 1, 2, 4-butanetricarboxylic acid and 1, 2, 3-propanetricarboxylic acid.
Mao Z and Yang CQ.
Journal of Applied Polymer Science, 81(9), 2142-2150 (2001)
Samad Ahadian et al.
Acta biomaterialia, 52, 81-91 (2016-12-13)
Polymer biomaterials are used to construct scaffolds in tissue engineering applications to assist in mechanical support, organization, and maturation of tissues. Given the flexibility, electrical conductance, and contractility of native cardiac tissues, it is desirable that polymeric scaffolds for cardiac
Ren-Qi Wang et al.
Analytica chimica acta, 853, 608-616 (2014-12-04)
A hydrophilic interaction liquid chromatography (HILIC) method was developed to measure the composition of humic substances from river, reservoir, and treated wastewater based on their physicochemical properties. The current method fractionates the humic substances into four well-defined groups based on

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