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Nucleotide Analogs - Jena Bioscience

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2’I-ATP<br />

2’-Iodo-adenosine-5’-triphosphate, Sodium salt<br />

Cat. No. Amount (Units) Price (€)<br />

NU-101S 30 75,--<br />

NU-101L 150 300,--<br />

Molecular Formula: C 10 H 12 N 5 O 12 P 3 I (Anion)<br />

Molecular Weight: 614.05 (Anion)<br />

O<br />

O O<br />

P P P<br />

HO O O O<br />

O O O<br />

3 Na<br />

O<br />

OH I<br />

N<br />

N<br />

NH 2<br />

Selected references:<br />

Naber et al. (1995) A novel adenosine-triphosphate analog with<br />

a heavy-atom to target the nucleotide-binding site of proteins.<br />

Protein Sci. 4:1824.<br />

8I-ATP<br />

8-Iodo-adenosine-5’-triphosphate, Sodium salt<br />

Cat. No. Amount (Units) Price (€)<br />

NU-113S 50 75,--<br />

NU-113L 250 300,--<br />

Molecular Formula: C 10 H 12 N 5 O 13 P 3 I (Anion)<br />

Molecular Weight: 630.05 (Anion)<br />

O<br />

3 Na<br />

O O<br />

P P P<br />

HO O O O<br />

O O O<br />

8Br-ATP<br />

I<br />

O<br />

OH OH<br />

8-Bromo-adenosine-5’-triphosphate, Sodium salt<br />

N<br />

N<br />

N<br />

N<br />

N<br />

NH2<br />

Cat. No. Amount (Units) Price (€)<br />

NU-114S 100 75,--<br />

NU-114L 500 300,--<br />

Molecular Formula: C 10 H 12 N 5 O 13 P 3 Br (Anion)<br />

Molecular Weight: 583.05 (Anion)<br />

O<br />

3 Na<br />

O O<br />

P P P<br />

HO O O O<br />

O O O<br />

Br<br />

O<br />

OH OH<br />

N<br />

N<br />

N<br />

N<br />

NH2<br />

Selected references:<br />

Carrasco et al. (1998) Interaction of adenosine nucleotide<br />

analogs with Saccharomyces cerevisiae phosphoenolpyruvate<br />

carboxykinase. BBA-Protein Struct. M. 1429 (1):93.<br />

Maruta et al. (1998) Characterization of the interaction of<br />

myosin with ATP analogues having the syn conformation with<br />

respect to the adenine-ribose bond. Eur. J. Biochem. 256 (1):<br />

229.<br />

Juodka et al. (1993) Substrate-specifi city of T4 RNA-ligase –<br />

role of the purine base of the nucleotide in formation of the<br />

covalent AMP-RNA-ligase complex. Biochemistry-Moscow<br />

58 (6):576.<br />

N<br />

Beukers et al. (1993) Characterization of ecto-ATPase on<br />

human blood-cells - a physiological-role in platelet-aggregation.<br />

Biochem. Pharmacol. 46 (11):1959.<br />

Homas et al. (1991) A receptor that is highly specifi c for<br />

extracellular ATP in developing chick skeletal-muscle invitro.<br />

Brit. J. Pharmacol. 103 (4):1963.<br />

Champeil et al. (1988) ATP regulation of sarcoplasmic-reticulum<br />

Ca-2+-ATPase – metal-free ATP and 8-bromo-ATP bind with<br />

high-affi nity to the catalytic site of phosphorylated ATPase and<br />

accelerate dephosphorylation. J. Biol. Chem. 263 (25):12288.<br />

Szilagyi et al. (1988) Effect of 8-Br-ATP as a bound nucleotide<br />

on the molecular-dynamics of actin. J. Muscle Res. Cell M. 9<br />

(1):93.<br />

Kuryavyi et al. (1987) Infl uence of 8-Br-ATP and 8-Oxy-<br />

ATP on rna-synthesis by escherichia-coli rna-polymerase.<br />

Biochemistry-Moscow 52 (1):127.<br />

Kuryavy et al. (1984) Effect of 8-Bromo-ATP on RNA-synthesis<br />

by Escherichia-coli RNA-polymerase invitro. Stud. Biophys.<br />

101:165.<br />

Bruskov et al. (1982) Recognition of 8-Bromo-ATP in the RNApolymerase<br />

reaction. Stud. Biophys. 87 (2-3):173.<br />

Nagel et al. (1976) Chromatographic investigation of substrate<br />

properties of 8-Bromo-ATP in nucleoside diphosphate kinase<br />

reaction. J. Clin. Chem. Clin. Bio. 14 (9):429.<br />

2’I-AppNHp (2’I-AMPPNP)<br />

2’-Iodo-adenosine-5’-[(β,γ)-imido]triphosphate,<br />

Sodium salt<br />

Cat. No. Amount (Units) Price (€)<br />

NU-103S 20 75,--<br />

NU-103L 100 300,--<br />

Molecular Formula: C 10 H 13 N 6 O 11 P 3 I (Anion)<br />

Molecular Weight: 613.07 (Anion)<br />

O<br />

O O<br />

P P P<br />

HO NH O<br />

O O O<br />

3 Na<br />

O<br />

O<br />

OH I<br />

N<br />

N<br />

NH 2<br />

Selected references:<br />

Gruen et al. (1999) 2’-Halo-ATP and -GTP analogues: Rational<br />

phasing tools for protein crystallography. Protein Sci. 8:2524.<br />

Gruen et al. (1999) Synthesis of 2’-iodo- and 2’-bromo-ATP<br />

and GTP analogues as potential phasing tools for X-ray<br />

crystallography. Nucleos. Nucleot. 18 (1):137.<br />

2’Br-AppNHp (2’Br-AMPPNP)<br />

2’-Bromo-adenosine-5’-[(β,γ)-imido]triphosphate,<br />

Sodium salt<br />

Cat. No. Amount (Units) Price (€)<br />

NU-104S 20 75,--<br />

NU-104L 100 300,--<br />

Molecular Formula: C 10 H 13 N 6 O 11 P 3 Br (Anion)<br />

Molecular Weight: 566.07 (Anion)<br />

O<br />

O O<br />

P P P<br />

HO NH O<br />

O O O<br />

3 Na<br />

O<br />

O<br />

OH Br<br />

N<br />

N<br />

N<br />

N<br />

N<br />

NH 2<br />

Selected references:<br />

Gruen et al. (1999) 2’-Halo-ATP and -GTP analogues: Rational<br />

phasing tools for protein crystallography. Protein Sci. 8:2524.<br />

Gruen et al. (1999) Synthesis of 2’-iodo- and 2’-bromo-ATP<br />

and GTP analogues as potential phasing tools for X-ray<br />

crystallography. Nucleos. Nucleot. 18 (1):137.<br />

N<br />

8I-AppNHp (8I-AMPPNP)<br />

8-Iodo-adenosine-5’-[(β,γ)-imido]triphosphate,<br />

Sodium salt<br />

Cat. No. Amount (Units) Price (€)<br />

NU-115S 20 75,--<br />

NU-115L 100 300,--<br />

Molecular Formula: C 10 H 13 N 6 O 12 P 3 I (Anion)<br />

Molecular Weight: 629.07 (Anion)<br />

O<br />

O O<br />

P P P<br />

HO NH O<br />

O O O<br />

3 Na<br />

O<br />

I<br />

O<br />

OH OH<br />

8Br-AppNHp (8Br-AMPPNP)<br />

8-Bromo-adenosine-5’-[(β,γ)-imido]triphosphate,<br />

Sodium salt<br />

N<br />

N<br />

NH 2<br />

Cat. No. Amount (Units) Price (€)<br />

NU-116S 20 75,--<br />

NU-116L 100 300,--<br />

Molecular Formula: C 10 H 13 N 6 O 12 P 3 Br (Anion)<br />

Molecular Weight: 582.07 (Anion)<br />

O<br />

O O<br />

P P P<br />

HO NH O<br />

O O O<br />

3 Na<br />

8Br-cAMP<br />

O<br />

Br<br />

O<br />

OH OH<br />

N<br />

N<br />

N<br />

N<br />

NH 2<br />

8-Bromo-Adenosine-3’,5’-cyclic monophosphate,<br />

Sodium salt<br />

Cat. No. Amount Price (€)<br />

NU-1502S 10 mg 75,--<br />

NU-1502L 50 mg 300,--<br />

Molecular Formula: C 10 H 10 N 5 O 6 PBr (Anion)<br />

Molecular Weight: 407.09 (Anion)<br />

O<br />

Halogen containing <strong>Nucleotide</strong>s<br />

O<br />

P<br />

O<br />

O<br />

Na<br />

Br<br />

O<br />

OH<br />

N<br />

N<br />

NH2<br />

Selected references:<br />

Paz et al. (1999) Corticotropin increases protein tyrosine<br />

phosphatase activity by a cAMP-dependent mechanism in rat<br />

adrenal gland. Eur. J. Biochem. 265:911.<br />

Martin et al. (1999) Comparison of expression and regulation of<br />

the high-density lipoprotein receptor SR-BI and the low-density<br />

lipoprotein receptor in human adrenocortical carcinoma NCI-<br />

H295 cells. Eur. J. Biochem. 261:481.<br />

Chen et al. (1998) Up-regulation of the cAMP/PKA pathway<br />

inhibits proliferation, induces differentiation, and leads to<br />

apoptosis in malignant gliomas. Lab. Invest. 78:165.<br />

N<br />

N<br />

N<br />

N<br />

49<br />

<strong>Nucleotide</strong> <strong>Analogs</strong>

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