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Merck
CN

14075

Succinic semialdehyde solution

~15% in H2O (T)

Synonym(s):

4-Oxobutanoic acid, 4-Oxobutyric acid, Succinaldehydic acid, Succinic semialdehyde monomer

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About This Item

Linear Formula:
HCOCH2CH2COOH
CAS Number:
Molecular Weight:
102.09
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
1745187
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SMILES string

OC(=O)CCC=O

concentration

~15% in H2O (T)

storage temp.

2-8°C

Other Notes

Enzyme-catalyzed aldol reaction with DHAP; Substrate for succinic semialdehyde dehydrogenase

pictograms

Exclamation mark

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Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

12 - Non Combustible Liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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W.-D. Fessner et al.
Angewandte Chemie (International Edition in English), 103, 596-596 (1991)
Baiqiang Yuan et al.
Journal of nutritional science and vitaminology, 54(3), 185-190 (2008-07-19)
We have found for the first time that a chromosomal gene, mlr6787, in Mesorhizobium loti encodes the pyridoxine degradative enzyme alpha-(N-acetylaminomethylene)succinic acid (AAMS) amidohydrolase. The recombinant enzyme expressed in Escherichia coli cells was homogeneously purified and characterized. The enzyme consisted
Kathryn M McCulloch et al.
Biochemistry, 49(6), 1226-1235 (2010-01-27)
The gene identification and kinetic characterization of (E)-2-(acetamidomethylene)succinate (E-2AMS) hydrolase has recently been described. This enzyme catalyzes the final reaction in the degradation of vitamin B(6) and produces succinic semialdehyde, acetate, ammonia, and carbon dioxide from E-2AMS. The structure of
Berin A Boughton et al.
Proteins, 80(8), 2117-2122 (2012-05-04)
The crystal structure of Escherichia coli dihydrodipicolinate synthase with pyruvate and substrate analogue succinic acid semialdehyde condensed with the active site lysine-161 was solved to a resolution of 2.3 Å. Comparative analysis to a previously reported structure both resolves the
Luiz Pedro S de Carvalho et al.
Archives of biochemistry and biophysics, 509(1), 90-99 (2011-02-10)
Succinic semialdehyde dehydrogenases (SSADHs) are ubiquitous enzymes that catalyze the NAD(P)+-coupled oxidation of succinic semialdehyde (SSA) to succinate, the last step of the γ-aminobutyrate shunt. Mycobacterium tuberculosis encodes two paralogous SSADHs (gabD1 and gabD2). Here, we describe the first mechanistic

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