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43713

Sigma-Aldrich

S-(5′-Adenosyl)-3-thiopropylamine

≥98.0% (HPLC), powder

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C13H20N6O3S
Numero CAS:
53186-57-5
Peso molecolare:
340.40
Numero MDL:
MFCD17215932
Codice UNSPSC:
12352204
ID PubChem:
329756367
NACRES:
NA.32

product name

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

Saggio

≥98.0% (HPLC)

Forma fisica

powder

Temperatura di conservazione

2-8°C

Stringa SMILE

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
FUSRAALGPJJIRO-QYVSTXNMSA-N

Applicazioni

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).

Azioni biochim/fisiol

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300

Consigli di prudenza

P264 - P301 + P310

Classi di pericolo

Acute Tox. 2 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)
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
H Hibasami et al.
The Biochemical journal, 187(2), 419-428 (1980-05-01)
1. S-Adenosyl-l-methionine, S-adenosyl-l-homocysteine, 5'-methylthioadenosine and a number of analogues having changes in the base, sugar or amino acid portions of the molecule were tested as potential inhibitors of spermidine synthase and spermine synthase from rat ventral prostate. 2. S-Adenosyl-l-methionine was
Isolation of S-adenosyl-3-thiopropylamine.
S Ito
Methods in enzymology, 94, 463-464 (1983-01-01)
Alexander Vladimirovich Ivanov et al.
Electrophoresis, 41(3-4), 209-214 (2019-11-30)
A new approach for direct determination of S-adenosylmethionine (SAM), S-adenosylhomocysteine (SAH), and methylthioadenosine (MTA) in urine was developed based on MEKC by using SDS modified with isobutanol in the presence of PEG-300. Analytes were first extracted with grafted phenylborononic acid.
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