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S8752

Sigma-Aldrich

Succinylsulfathiazole

≥98%

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About This Item

Empirical Formula (Hill Notation):
C13H13N3O5S2
CAS Number:
116-43-8
Molecular Weight:
355.39
Beilstein/REAXYS Number:
349989
EC Number:
204-141-0
MDL number:
MFCD00022437
UNSPSC Code:
51283905
PubChem Substance ID:
24899811

assay

≥98%

form

powder

color

white to off-white

solubility

1 M NaOH: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

OC(=O)CCC(=O)Nc1ccc(cc1)S(=O)(=O)Nc2nccs2

InChI

1S/C13H13N3O5S2/c17-11(5-6-12(18)19)15-9-1-3-10(4-2-9)23(20,21)16-13-14-7-8-22-13/h1-4,7-8H,5-6H2,(H,14,16)(H,15,17)(H,18,19)

InChI key

SKVLYVHULOWXTD-UHFFFAOYSA-N

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General description

Chemical structure: sulfonamide

application

Succinylsulfathiazole is used to block the synthesis of folic acid. It is used to study folate deficiency[1]. It is used to suppress folate production by bacteria in the intestine[2].

Biochem/physiol Actions

Succinylsulfathiazole is a competitive inhibitor of dihydropteroate synthetase. It is a dihydrofolate reductase (DHFR) inhibitor.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF9448
MKBX8996V
MKBQ6079V
SLBG9886V
SLBC2864V

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Toshimori Kitami et al.
Physiological genomics, 35(2), 182-190 (2008-08-14)
Dietary folate supplementation can dramatically reduce the severity and incidence of several common birth defects and adult diseases that are associated with anomalies in homocysteine and folate metabolism. The common polymorphisms that adversely affect these metabolic pathways do not fully
Rodrigue Yossa et al.
Zebrafish, 8(4), 221-227 (2011-10-13)
A study was conducted to preliminarily assess the contribution of the intestinal microflora to biotin supply in zebrafish. Biotin and avidin were added to three isonitrogenous and isocaloric purified diets to provide molar avidin: biotin ratios of 0:0 (basal diet)
Ki-Yeon Yoo et al.
Genes & nutrition, 2(4), 331-336 (2008-10-14)
Folate deficiency increases stroke risk. We examined whether folate deficiency affects platelet endothelial cell adhesion molecule-1 (PECAM-1), which is an immunoglobulin-associated cell adhesion molecule and mediates the final common pathway of neutrophil transendothelial migration, in blood vessels in the gerbil
S W Choi et al.
Gut, 43(1), 93-99 (1998-10-15)
Diminished folate status appears to promote colonic carcinogenesis by, as of yet, undefined mechanisms. Impaired DNA repair plays a significant role in the evolution of many colon cancers. Since folate is essential for the de novo synthesis of nucleotides and
G M Semchuk et al.
The Journal of nutrition, 124(7), 1118-1125 (1994-07-01)
This study was designed to assess the effect of succinylsulfathiazole on the apparent bioavailability of folate added to milk-containing diets. We also evaluated the impact of milk type on the relative bioavailability (bioavailability) of folate following pasteurization (62.5 degrees C
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