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A1651

Sigma-Aldrich

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

≥60%

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Synonym(s):
3′-Phosphoadenosine 5′-phosphosulfate lithium salt, APPS, Active sulfate, PAPS
Empirical Formula (Hill Notation):
C10H15N5O13P2S · xLi+ · yH2O
CAS Number:
109434-21-1
Molecular Weight:
507.26 (free acid basis)
Beilstein:
8181191
UNSPSC Code:
41106305
eCl@ss:
32160414
NACRES:
NA.51

form

powder

Quality Level

200

concentration

≥60%

shipped in

dry ice

storage temp.

−70°C

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

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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.

Quality

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

Caution

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
Cooper, B.P. and Baumgarten, F.E.
Zeitschrift fur Naturforschung, 159 (1980)
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
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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