A9396

Adenosine 2′-monophosphate

Name: Adenosine 2&#8242;-monophosphate
Brand: SIGMA
Price: 1840 PLN

≥98% (HPLC), yeast, powder

Synonim(y):

Adenosine 2′-monophosphoric acid, phosphoadenosine, 2′-AMP, 2′-Adenylic acid

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100 MG

1840,00 zł

1 G

11 940,00 zł

1840,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):

C₁₀H₁₄N₅O₇P

Numer CAS:

130-49-4

Masa cząsteczkowa:

347.22

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

24891443

NACRES:

NA.51

Assay:

≥98% (HPLC)

Biological source:

yeast

Form:

powder

Solubility:

1 N NH₄OH: 50 mg/mL, clear, colorless to faintly yellow

Storage temp.:

−20°C

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Nazwa produktu

Adenosine 2′-monophosphate, from yeast

SMILES string

NC1=NC=NC2=C1N=CN2[C@H]3[C@H](OP(O)(O)=O)[C@H](O)[C@@H](CO)O3.[H]O[H].NC4=NC=NC5=C4N=CN5[C@H]6[C@H](OP(O)(O)=O)[C@H](O)[C@@H](CO)O6

InChI

1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI key

QDFHPFSBQFLLSW-KQYNXXCUSA-N

biological source

yeast

assay

≥98% (HPLC)

form

powder

solubility

1 N NH₄OH: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

200

Powiązane kategorie

Chemistry & Biochemicals

Phosphates

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Ta pozycja	A9272	A2252	A1752
Sigma-Aldrich A9396 Adenosine 2′-monophosphate	Sigma-Aldrich A9272 Adenosine 3′-monophosphate	Sigma-Aldrich A2252 Adenosine 5′-monophosphate monohydrate	Sigma-Aldrich A1752 Adenosine 5′-monophosphate sodium salt
biological source yeast	biological source yeast	biological source yeast	biological source yeast
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 300
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥97%	assay ≥99%
solubility 1 N NH₄OH: 50 mg/mL, clear, colorless to faintly yellow	solubility 1 N NH₄OH: 50 mg/mL, clear, colorless	solubility 1 M NH4OH: soluble 50 mg/mL, clear, colorless, H₂O: soluble (with addition of mild alkali)	solubility H₂O: soluble
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

General description

Adenosine 2′-monophosphate (2’-AMP) is an adenine nucleotide having single phosphate group esterified to the sugar moiety in the 2′-position.

Application

Adenosine 2′-monophosphate (2′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP. 2′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′-AMP is used in the synthesis of a new photoaffinity lable for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase. 2′,3′-cAMP and 2′-AMP represent a new unexplored pathway for adenosine-based cell regulation.

Biochem/physiol Actions

AMP serves as a key component of several compounds, including coenzyme A, which plays an essential role in energy metabolism, as well as certain key redox cofactors such as NAD⁺, NADP⁺, and FAD. Furthermore, AMP is one of the key components of RNA, which is essential for protein synthesis and other biological processes in cells.

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Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certyfikaty analizy (CoA)

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Odwiedź Bibliotekę dokumentów

Preventive effects of chronic exogenous growth hormone levels on diet-induced hepatic steatosis in rats.

Ying Qin et al.

Lipids in health and disease, 9, 78-78 (2010-07-27)

Non-alcoholic fatty liver disease (NAFLD), which is characterized by hepatic steatosis, can be reversed by early treatment. Several case reports have indicated that the administration of recombinant growth hormone (GH) could improve fatty liver in GH-deficient patients. Here, we investigated

3-Epi-25-hydroxyvitamin D3 is a poor substrate for SULT2A1: Analysis of its 3-sulfate in cord plasma and recombinant human SULT2A1 incubate.

Yusuke Yoshimura et al.

Steroids, 162, 108695-108695 (2020-07-11)

A variety of metabolites derived from 25-hydroxyvitamin D3 [25(OH)D3], including its 3-epimer [Epi-25(OH)D3] and 3-O-sulfate [25(OH)D3-3S], is found in human plasma/serum. We hypothesized that the 3-O-sulfate of Epi-25(OH)D3 [Epi-25(OH)D3-3S] might be present in plasma/serum. Clarifying this point could improve our

Replacing voltage sensor arginines with citrulline provides mechanistic insight into charge versus shape.

Daniel T Infield et al.

The Journal of general physiology, 150(7), 1017-1024 (2018-06-06)

Voltage-dependent activation of voltage-gated cation channels results from the outward movement of arginine-bearing helices within proteinaceous voltage sensors. The voltage-sensing residues in potassium channels have been extensively characterized, but current functional approaches do not allow a distinction between the electrostatic

Chemoenzymatic synthesis of 3'-phosphoadenosine-5'-phosphosulfate coupling with an ATP regeneration system.

Cuiying An et al.

Applied microbiology and biotechnology, 101(20), 7535-7544 (2017-09-19)

3'-Phosphoadenosine-5'-phosphosulfate (PAPS) is the obligate cosubstrate and source of the sulfonate group in the chemoenzymatic synthesis of heparin, a commonly used anticoagulant drug. Previously, using ATP as the substrate, we had developed a one-pot synthesis to prepare PAPS with 47%

Adenosine 2'-monophosphate, 5'-O-[S-(4-succinimidylbenzophenone)-thiophosphate]: a new photoaffinity label for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase.

Peychii Lee et al.

Bioconjugate chemistry, 16(3), 650-659 (2005-05-19)

A new photoaffinity label, adenosine 2'-monophosphate, 5'-O-[S-(4-succinimidyl-benzophenone)thiophosphate] (2'-P-AMPS-Succ-BP), has been synthesized by an initial thiophosphorylation of 2'-AMP with PSCl(3) to form 2'-AMP-5'-thiophosphate (2'-AMP-5'-SP), followed by a coupling reaction of 2'-AMP-5'-SP with benzophenone-4-maleimide to produce 2'-P-AMPS-Succ-BP. This product and its precursor

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Adenosine 2′-monophosphate