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43713

Sigma-Aldrich

S-(5′-Adenosyl)-3-thiopropylamine

≥98.0% (HPLC), powder

Sinónimos:

5′-[(3-Aminopropyl)thio]-5′-deoxyadenosine, S-Adenosyl-3-thiopropylamine, dc-SAH, dcAdoHcy, decarboxylated S-Adenosyl-L-homocysteine

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About This Item

Fórmula empírica (notación de Hill):
C13H20N6O3S
Número de CAS:
53186-57-5
Peso molecular:
340.40
MDL number:
MFCD17215932
UNSPSC Code:
12352204
PubChem Substance ID:
329756367
NACRES:
NA.32

Nombre del producto

S-(5′-Adenosyl)-3-thiopropylamine, ≥98.0% (HPLC)

Quality Level

100

assay

≥98.0% (HPLC)

form

powder

storage temp.

2-8°C

SMILES string

NCCCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C13H20N6O3S/c14-2-1-3-23-4-7-9(20)10(21)13(22-7)19-6-18-8-11(15)16-5-17-12(8)19/h5-7,9-10,13,20-21H,1-4,14H2,(H2,15,16,17)/t7-,9-,10-,13-/m1/s1

InChI key

FUSRAALGPJJIRO-QYVSTXNMSA-N

Application

S-(5′-Adenosyl)-3-thiopropylamine has been used as a calibrant solution to spike human urine samples for solid-phase extraction studies. It has also been used as an analyte in capillary electrophoresis (CE) and micellar electrokinetic chromatography (MEKC).

Biochem/physiol Actions

S-(5′-Adenosyl)-3-thiopropylamine or S-adenosyl-L-homocysteine comprises base, sugar or amino acid. It acts as an inhibitor for spermidine synthase and spermine synthase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This decarboxylated S-Adenosyl-L-methionine is an important metabolite in polyamine biosynthesis, acting as aminopropyl group donor for propylamine transferases such as spermine synthase and spermidine synthase.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
1417719
1417719V

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Visite la Librería de documentos

Jolita Sečkutė et al.
Protein science : a publication of the Protein Society, 20(11), 1836-1844 (2011-09-08)
Aminopropyltransferases are essential enzymes that form polyamines in eukaryotic and most prokaryotic cells. Spermidine synthase (SpdS) is one of the most well-studied enzymes in this biosynthetic pathway. The enzyme uses decarboxylated S-adenosylmethionine and a short-chain polyamine (putrescine) to make a
Purification of spermidine synthase from rat ventral prostate by affinity chromatography on immobilized S-adenosyl(5')-3-thiopropylamine.
K Samejima et al.
Archives of biochemistry and biophysics, 216(1), 213-222 (1982-06-01)
Isolation of S-adenosyl-3-thiopropylamine.
S Ito
Methods in enzymology, 94, 463-464 (1983-01-01)
Lin Huang et al.
Nucleic acids research, 48(13), 7545-7556 (2020-06-11)
While most SAM riboswitches strongly discriminate between SAM and SAH, the SAM/SAH riboswitch responds to both ligands with similar apparent affinities. We have determined crystal structures of the SAM/SAH riboswitch bound to SAH, SAM and other variant ligands at high

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