Amino-11-UTP

Product Introduction

Amino-UTP is uridine triphosphate with an amino group, which is designed for enzymatic incorporation of the amino group into the RNA molecule during in vitro transcription using T7, T3, and SP6 RNA polymerases. The enzymatic reaction results in the RNA molecule with amino groups, which can be conjugated with amine-reactive reagents such as NHS esters of fluorescent dyes or biotin.,The amino group is separated from uridine with a long linker of 11 atoms; it is longer than frequently used C3-allyl linker and prevents the fluorophore from potential static quenching after RNA labeling via the amino group. The efficacy of RNA synthesis using amino-11-UTP is almost the same as that when using non-labeled nucleotide triphosphates.,Incorporation of amino-11-UTP with subsequent labeling via the amino group is used for cRNA synthesis and microarray analysis.

Chemical Information
Purity	NMR 1H, HPLC-MS (95%)
IUPAC Name	[[[(2R,3S,4R,5R)-5-[5-[3-(6-aminohexanoylamino)prop-1-ynyl]-2,4-dioxopyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] hydrogen phosphate
Canonical SMILES	C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O)O)C#CCNC(=O)CCCCCN
InChI	InChI=1S/C18H29N4O16P3/c19-7-3-1-2-6-13(23)20-8-4-5-11-9-22(18(27)21-16(11)26)17-15(25)14(24)12(36-17)10-35-40(31,32)38-41(33,34)37-39(28,29)30/h9,12,14-15,17,24-25H,1-3,6-8,10,19H2,(H,20,23)(H,31,32)(H,33,34)(H,21,26,27)(H2,28,29,30)/p-3/t12-,14-,15-,17-/m1/s1
InChI Key	ANSQNWSACCDNRC-DNNBLBMLSA-K
Solubility	Good in water
Appearance	Off white solid

Computed Properties
XLogP3	-9.1
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	17
Rotatable Bond Count	15
Exact Mass	647.05566675 g/mol
Monoisotopic Mass	647.05566675 g/mol
Topological Polar Surface Area	323Ų
Heavy Atom Count	41
Formal Charge	-3
Complexity	1220
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes