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Merck
CN

M061040

Phosphate-ON Phosphoramidite

configured for MerMade

Synonym(s):

Phosphate-ON amidite

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About This Item

Empirical Formula (Hill Notation):
C49H62N7O11P
Molecular Weight:
956.03
NACRES:
NA.21
PubChem Substance ID:
329817815
UNSPSC Code:
41116105
MDL number:
MFCD12912424

Key Documents

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Product Name

Phosphate-ON Phosphoramidite, configured for MerMade

InChI

1S/C49H62N7O11P/c1-33(2)56(34(3)4)68(64-28-11-24-50)67-41(23-25-51)29-44(57)52-26-12-27-53-48(60)66-42-30-45(55-31-35(5)46(58)54-47(55)59)65-43(42)32-63-49(36-13-9-8-10-14-36,37-15-19-39(61-6)20-16-37)38-17-21-40(62-7)22-18-38/h8-10,13-22,31,33-34,41-43,45H,11-12,23,26-30,32H2,1-7H3,(H,52,57)(H,53,60)(H,54,58,59)/t41-,42+,43-,45-,68?/m1/s1

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2OC(=O)NCCCNC(=O)C[C@@H](CC#N)OP(OCCC#N)N(C(C)C)C(C)C)N3C=C(C)C(=O)NC3=O)(c4ccccc4)c5ccc(OC)cc5

InChI key

MCGIOYZUTKDSIL-NNUNARBDSA-N

type

for DNA synthesis

product line

Proligo Reagents

assay

≥98% (31P-NMR)
≥98.0% (reversed phase HPLC)

compatibility

configured for MerMade

storage temp.

−20°C

Quality Level

200

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Application

The application of Phosphate-ON Phosphoramidite is fully compatible with standard cleavage and deprotection procedures at the end of oligonucleotide synthesis. Phosphate-ON phosphoramidite comprises a thymidine nucleoside, which is removed from the oligonucleotide during the cleavage and deprotection process.

General description

Phosphate-ON phosphoramidite is a chemical phosphorylation reagent that can be employed to introduce a phosphate group at the 5′ terminus of an oligonucleotide. Chemical phosphorylation is a cost-effective alternative to enzymatic phosphorylation methods, allowing the introduction of terminal phosphate groups in high yields, at any desired scale. We offer Phosphate-ON phosphoramidite in powder form, enabling the dissolution of the reagent in acetonitrile to be easily monitored.

Legal Information

This product is covered under US Patent Number 7,276,598

Other Notes

The key features of Phosphate-ON Phosphoramidite are as follows:
  • Powder format enables dissolution to be easily monitored and facilitatesproduct handling
  • Fully compatible with standard phosphoramidite reagents and synthesisconditions
  • Compatible with dG(dmf) fast deprotection chemistry: the oligonucleotidecan be cleaved from the support and deprotected in concentratedammonia at 55 °C in only 2 hours
  • Comprises a DMT-group for trityl monitoring
  • Dissolves easily in acetonitrile to a 0.1 M solution
  • High coupling efficiency of ≥98.0% under standard DNA phosphoramiditecoupling conditions
  • Cleavage of both phosphate protective groups through a β-eliminationprocess

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK7444
HMBK6968
HMBK6462
HMBK6175
HMBK5633

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