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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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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
Hatice Gökcan et al.
The Journal of organic chemistry, 77(13), 5533-5543 (2012-06-01)
Pyridoxal 5-phosphate (PLP), the phosphorylated and the oxidized form of vitamin B6 is an organic cofactor. PLP forms a Schiff base with the ϵ-amino group of a lysine residue of PLP-dependent enzymes. γ-Aminobutyric acid (GABA) aminotransferase is a PLP-dependent enzyme
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
Hongzhi Tang et al.
The Journal of biological chemistry, 286(45), 39179-39187 (2011-09-29)
Nicotine, the main alkaloid produced by Nicotiana tabacum and other Solanaceae, is very toxic and may be a leading toxicant causing preventable disease and death, with the rise in global tobacco consumption. Several different microbial pathways of nicotine metabolism have
Jiri Brichac et al.
Chemical research in toxicology, 20(6), 887-895 (2007-05-08)
trans-4-Hydroxy-2-nonenal (HNE) is a cytotoxic alpha,beta-unsaturated aldehyde implicated in the pathology of multiple diseases involving oxidative damage. Oxidation of HNE by aldehyde dehydrogenases (ALDHs) to trans-4-hydroxy-2-nonenoic acid (HNEA) is a major route of metabolism in many organisms. HNE exists as

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