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A1651

Adenosine 3′-phosphate 5′-phosphosulfate lithium salt hydrate

Name: Adenosine 3&#8242;-phosphate 5&#8242;-phosphosulfate lithium salt hydrate
Brand: SIGMA

≥60%, powder

Synonym(s):

3′-Phosphoadenosine 5′-phosphosulfate lithium salt, APPS, Active sulfate, PAPS

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₅N₅O₁₃P₂S · xLi⁺ · yH₂O

CAS Number:

109434-21-1

Molecular Weight:

507.26 (free acid basis)

MDL number:

MFCD00150841

UNSPSC Code:

41106305

eCl@ss:

32160414

NACRES:

NA.51

Beilstein/REAXYS Number:

8181191

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Product Name

Adenosine 3′-phosphate 5′-phosphosulfate lithium salt hydrate, ≥60%

form

powder

Quality Level

200

concentration

≥60%

shipped in

dry ice

storage temp.

−70°C

SMILES string

[Li+].[Li+].[Li+].[Li+].[P](=O)([O-])([O-])O[C@@H]1[C@H](O[C@H]([C@@H]1O)[n]2c3ncnc(c3nc2)N)CO[P](=O)([O-])O[S](=O)(=O)[O-].O

InChI

1S/C10H15N5O13P2S.4Li.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24;;;;;/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24);;;;;1H2/q;4*+1;/p-4/t4-,6-,7-,10-;;;;;/m1...../s1

InChI key

UGODCLHJOJPPHP-AZGWGOJFSA-J

Related Categories

Biochemicals

Chemistry & Biochemicals

Nucleosides and Nucleotides

Phosphates

Application

3′-Phosphoadenosine 5′-phosphosulfate (PAPS) is used as a universal sulfonate donor for in vivo sulfonation by sulfotransferases. PAPS is used for the sulfation of glycans. PAPS is also useful to study the distribution and function of its biological transporter(s).

Adenosine 3′-phosphate 5′-phosphosulfate lithium salt has been used in a study that cloned and characterized a mammalian lithium-sensitive bisphosphate 3′-nucleotidase inhibited by inositol 1,4-bisphosphate. Adenosine 3′-phosphate 5′-phosphosulfate lithium salt has also been used in a study to assess the golgi-resident PAP-specific 3′-phosphatase-coupled sulfotransferase assays.

Analysis Note

Major impurities appear to be adenosine 3′,5′-diphosphate, sulfate and ammonia substitution products.

Disclaimer

Rapid decomposition occurs when exposed to room temperature: up to 17% per day at 37 °C. We ship on dry ice to minimize decomposition in transit.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000517846

0000419279

0000495404

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Sulfate in fetal development.

Paul A Dawson

Seminars in cell & developmental biology, 22(6), 653-659 (2011-03-23)

Sulfate (SO(4)(2-)) is an important nutrient for human growth and development, and is obtained from the diet and the intra-cellular metabolism of sulfur-containing amino acids, including methionine and cysteine. During pregnancy, fetal tissues have a limited capacity to produce sulfate

Target selection of heparan sulfate hexuronic acid 2-O-sulfotransferase.

Emanuel Smeds et al.

Glycobiology, 20(10), 1274-1282 (2010-06-18)

The signaling of various molecules involved in development and regulation of cell growth are regulated by heparan sulfate (HS). Specific binding of HS to ligand proteins depends on the HS sulfation pattern, where the spacing and number of O-sulfate groups

Studies on bovine adrenal estrogen sulfotransferase. III. Facile synthesis of 3'-phospho- and 2'-phosphoadenosine 5'-phosphosulfate.

J P Horwitz et al.

Biochimica et biophysica acta, 480(2), 376-381 (1977-02-09)

A practical synthesis of 3'-phosphoadenosine 5'-phosphosulfate (IV) in yields of 68-72% from adenosine 2',3'-cyclic phosphate 5'-phosphate (II) is described. Reaction of II with triethylamine-N-sulfonic acid affords adenosine 2',3'-cyclic phosphate 5'-phosphosulfate (III) which, on treatment with ribonuclease-T2, provides IV. Spleen phosphodiesterase

Cooper, B.P. and Baumgarten, F.E.

Zeitschrift fur Naturforschung, 159 (1980)

Cloning and characterization of a mammalian lithium-sensitive bisphosphate 3'-nucleotidase inhibited by inositol 1,4-bisphosphate.

B D Spiegelberg et al.

The Journal of biological chemistry, 274(19), 13619-13628 (1999-05-01)

Discovery of a structurally conserved metal-dependent lithium-inhibited phosphomonoesterase protein family has identified several potential cellular targets of lithium as used to treat manic depression. Here we describe identification of a novel family member using a "computer cloning" strategy. Human and

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Global Trade Item Number

SKU	GTIN
A1651-1MG	04061833342633
A1651-25MG	04061833342640
A1651-5MG	04061833342657

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