Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

A9396

Adenosine 2′-monophosphate

≥98% (HPLC), yeast, powder

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice
100 mg
Check Cart for Availability
$402.00
1 g

Available to ship TODAYfromMILWAUKEE

$2,720.00

About This Item

Empirical Formula (Hill Notation):
C10H14N5O7P
CAS Number:
130-49-4
Molecular Weight:
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

$402.00

Check Cart for Availability
​
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Adenosine 2′-monophosphate, from yeast

biological source

yeast

Quality Level

200

assay

≥98% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

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

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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
A9272A2252A1752
Adenosine 2′-monophosphate from yeast

Sigma-Aldrich

A9396

Adenosine 2′-monophosphate

Adenosine 3′-monophosphate from yeast

Sigma-Aldrich

A9272

Adenosine 3′-monophosphate

Adenosine 5′-monophosphate monohydrate from yeast, ≥97%

Sigma-Aldrich

A2252

Adenosine 5′-monophosphate monohydrate

Adenosine 5′-monophosphate sodium salt from yeast, ≥99%

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

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97%

assay

≥99%

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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 Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000415627
0000415626
0000415627
0000415626
0000295695

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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%
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
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
View All Related Papers

Global Trade Item Number

SKUGTIN
A9396-1G04061826688465
A9396-100MG04061833258552

Questions

Reviews

No rating value

Active Filters