Nucleotide Analogs - Jena Bioscience

Nucleotide Analogs
70
XTP
Xanthosine-5’-triphosphate, Triethylammonium salt
Cat. No. Amount (Units) Price (€)
NU-602S 150 75,--
NU-602L 750 300,--
Molecular Formula: C 10 H 12 N 4 O 15 P 3 (Anion)
Molecular Weight: 521.14 (Anion)
O
O
O
HO
O
P
O
O O
P O P O
3 (CH 3CH 2) 3NH
OH
O
OH
N
N
O
NH
NH
Selected references:
Noji et al. (2001) Purine but not pyrimidine nucleotides support
rotation of F(1)-ATPase. J. Biol. Chem. 276 (27):25480.
Fulga et al. (2001) SR β coordinates signal sequence release
from SRP with ribosome binding to the translocon. EMBO J.
20 (9):2338.
Legate et al. (2000) Nucleotide-dependent binding of the
GTPase domain of the signal recognition particle receptor
β-subunit to the α-subunit. J. Biol. Chem. 275 (35):27439.
Chakrabarti et al. (2000) Nucleoside triphosphate specifi city
of tubulin. Biochemistry 39 (33):10269.
Sakash et al. (2000) The use of nucleotide analogs to
evaluate the mechanism of the heterotropic response of
Escherichia coli aspartate transcarbamoylase. Protein Sci.
9 (1):53.
Muraoka et al. (1999) Effects of purine nucleotide analogues
on microtubule assembly. Cell Struct. Funct. 24 (5):305.
Wang et al. (1999) Identifi cation of residues of Escherichia
coli phosphofructokinase that contribute to nucleotide binding
and specifi city. Biochemistry 38 (14):4313.
Seifert et al. (1999) Effects of guanine, inosine, and xanthine
nucleotides on β(2)-adrenergic receptor/G(s) interactions:
Evidence for multiple receptor conformations. Mol.
Pharmacol. 56 (2):348.
Hwang et al. (1999) Structure-based identifi cation of a novel
NTPase from Methanococcus jannaschii. Nat. Struct. Biol. 6
(7):691.
Yu et al. (1997) Characterization of a Go α mutant that binds
xanthine nucleotides. J. Biol. Chem. 272 (29):18015.
Rybin et al. (1996) GTPase activity of Rab5 acts as a timer for
endocytic membrane fusion. Nature 383 (6597):266.
Powers et al. (1995) Reciprocal stimulation of GTP hydrolysis
by 2 directly interacting GTPases. Science 269 (5229):1422.
IMP
Inosine-5’-monophosphate, Triethylammonium salt
Cat. No. Amount (Units) Price (€)
NU-1201S 150 75,--
NU-1201L 750 300,--
Molecular Formula: C 10 H 12 N 4 O 8 P (Anion)
Molecular Weight: 347.20 (Anion)
O
HO
O
P O
(CH3CH2)3NH
OH
O
OH
N
N
O
N
NH
Selected references:
Bhattacharya et al. (2000) Regiospecifi city of nucleotide-amino
acid mating vs. water dynamics: a key to protein-nucleic acid
assemblies: structure of unidecahydrated inosine-5’-monophosphate
and L-glutamic acid. J. Chem. Crystallogr. 30 (10):655.
Bera et al. (1999) Infl uences of cooperative hydrogen bonding
economy on protein-nucleic acid complexation: Structure of
unidecahydrated Inosine C5 ‚-monophosphate and L-glutamine
cocrystal at atomic resolution. J. Chem. Crystallogr. 29 (5):531.
O
Heroux et al. (1999) Crystal structures of the Toxoplasma gondii
hypoxanthine-guanine phosphoribosyltransferase-GMP and -
IMP complexes: Comparison of purine binding interactions with
the XMP complex. Biochemistry-US 38 (44):14485.
Tullson et al. (1999) IMP degradative capacity in rat skeletal
muscle fi ber types. Mol. Cell. Biochem. 199 (1-2):111.
Bera et al. (1998) Hydrogen bonding cooperativity of water to
nucleotide recognition: structure of octadecahydrated inosine
5’-monophosphate at atomic resolution. J. Chem. Crystallogr.
28 (7):509.
Szabados et al. (1998) Inosine-5’-monophosphate analogues
as inhibitors of human IMP cyclohydrolase and cellular growth.
Biochem. Mol. Biol. Int. 44 (3):617.
Mukhopadhyay et al. (1995) Role of water-molecules in protein-nucleic
acid interactions – visualization of a model highly
hydrated complex structure of inosine 5’-monophosphate and
L-serine at atomic-resolution. J. Chem. Crystallogr. 25 (8):477.
Yu et al. (1993) Sulfur-containing volatile compounds generated
from the interactions of inosine-5’-monophosphate and the
nonvolatile fl avor precursors of garlic. Abstr. Pap. Am. Chem.
S. 206:138, Part 1.
Greenhaff et al. (1993) Energy-metabolism in single human
muscle-fi bers during intermittent contraction with occluded
circulation. J. Physiol.-London 460:443.
Schiffman et al. (1987) Inosine-5’-monophosphate and inosine
enhance some sweet tastes. Chem. Senses 12 (4):694.
Capparelli et al. (1983) The site of metal-binding in an iron(II)
derivative of inosine 5’-monophosphate – an X-ray and spectral
study. FEBS Lett. 163 (2):241.
Young et al. (1983) An enzymatic method for inosine 5’-monophosphate
in the femtomole range. Anal. Biochem. 134 (1):11.
IDP
Inosine-5’-diphosphate, Triethylammonium salt
Cat. No. Amount (Units) Price (€)
NU-1202S 100 75,--
NU-1202L 500 300,--
Molecular Formula: C 10 H 12 N 4 O 11 P 2 (Anion)
Molecular Weight: 426.17 (Anion)
O
O
O
O
P P
HO O
O
2 (CH 3CH 2) 3NH
OH
O
OH
N
N
O
N
NH
Selected references:
AlAli et al. (1996) Effects of metal ions on the activity of cytosolic
phosphoenolpyruvate carboxykinase from camel kidney. Arab.
Gulf J. Sci. Res. 14 (3):535.
Vial et al. (1995) Purifi cation, partial kinetic characterization
and reactive sulfhydryl-groups of the phosphoenolpyruvate
carboxykinase from perumytilus-purpuratus adductor muscle.
Comp. Biochem. Phys. B. 112 (3):451.
Okkuluri et al. (1994) Peparation, characterization and crystallization
of an antibody fab fragment that recognizes RNAcrystal-structures
of native fab and 3 fab-mononucleotide complexes.
J. Mol. Biol. 243 (2):283.
Jetten et al. (1994) Regulation of phospho(enol)-pyruvate and
oxaloacetate-converting enzymes in corynebacterium-glutamicum.
Appl. Microbiol. Biot. 41 (1):47.
Weng et al. (1994) Hydrogen-bond interactions of g-proteins
with the guanine ring moiety of guanine-nucleotides. Protein
Sci. 3 (1):22.
Vicente et al. (1991) Differentiation between several types of
phosphohydrolases in light microsomes of corn roots. Plant
Physiol. 96 (4):1345.
Tung et al. (1991) On the mechanism of nucleotide diphosphate
activation of the ATP-sensitive K + channel in ventricular cell of
Guinea-pig. J. Physiol.-London 437:239.
Schramm et al. (1971) Studies on allosteric modifi cation of
nucleoside diphosphatase activity by magnesium nucleoside
triphosphates and inosine diphosphate. Biochemistry-US 10
(12):2272.
Oklik (1955) The formation of nucleoside triphosphate from inosine
diphosphate in yeast. Biochim. Biophys. Acta 16 (4):610.
ITP
http://www.jenabioscience.com
Inosine-5’-triphosphate, Triethylammonium salt
Cat. No. Amount (Units) Price (€)
NU-1203S 150 75,--
NU-1203L 750 300,--
Molecular Formula: C 10 H 12 N 4 O 14 P 3 (Anion)
Molecular Weight: 505.14 (Anion)
O
O
O
HO
O
P
O
O O
P O P O
3 (CH3CH2)3NH
OH
O
OH
N
N
O
N
NH
Selected references:
Noji et al. (2001) Purine but not pyrimidine nucleotides support
rotation of F(1)-ATPase. J. Biol. Chem. 276 (27):25480.
Bianchi et al. (2001) Intramolecular equilibria in metal ion
complexes of guanosine 5’-triphosphate (GTP(4-)) and inosine
5’-triphosphate (ITP4-) in aqueous solution. J. Inorg. Biochem.
86 (1):148.
Chakrabarti et al. (2000) Nucleoside triphosphate specifi city of
tubulin. Biochemistry 39 (33):10269.
Jacob et al. (2000) Involvement of asparagine 118 in the nucleotide
specifi city of the catalytic subunit of protein kinase CK2.
FEBS Lett. 466 (2-3):363.
Seifert et al. (1999) Effects of guanine, inosine, and xanthine
nucleotides on β(2)-adrenergic receptor/G(s) interactions:
evidence for multiple receptor conformations. Mol. Pharmacol.
56 (2):348.
Wang et al. (1999) Identifi cation of residues of Escherichia coli
phosphofructokinase that contribute to nucleotide binding and
specifi city. Biochemistry 38 (14):4313.
Sasaki et al. (1998) Identifi cation of stable RNA hairpins causing
band compression in transcriptional sequencing and their
elimination by use of inosine triphosphate. Gene 222 (1):17.
Nakahara et al. (1998) Inosine 5’-triphosphate can dramatically
increase the yield of NASBA products targeting GC-rich and
intramolecular base-paired viroid RNA. Nucleic Acids Res. 26
(7):1854.
Klinker et al. (1997) Functionally nonequivalent interactions of
guanosine 5’-triphosphate, inosine 5’-triphosphate, and xanthosine
5’-triphosphate with the retinal G-protein, transducin, and
with G(i)-proteins in HL-60 leukemia cell membranes. Biochem.
Pharmacol. 54 (5):551.
Xanthosine and Inosine
Nucleotides
Non-modifi ed and Cyclic
Nucleotides
XMP
Xanthosine-5‘-monophosphate, Sodium salt
Cat. No. Amount (Units) Price (€)
NU-603S 150 75,--
NU-603L 750 300,--
Molecular Formula: C H N O P (Anion)
10 12 4 9
Molecular Weight: 363.20 (Anion)
O
O
HO
O
P O
Na
OH
O
OH
N
N
NH
NH
Selected references:
Fulga et al. (2001) SR beta coordinates signal sequence release
from SRP with ribosome binding to the translocon. EMBO
J. 20 (9):2338.
O