Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

G112000

Sigma-Aldrich

DMT-dG(tac) Phosphoramidite

Synonym(s):

DMT-dG(tac) amidite

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C52H62N7O9P
CAS Number:
Molecular Weight:
960.06
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.51

type

for DNA synthesis

product line

Proligo Reagents

Assay

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

λ

conforms (UV/VIS Identity)

nucleoside profile

base: deoxyguanosine
base protecting group: TAC
2' protecting group: none
5' protecting group: DMT
deprotection: fast

storage temp.

-10 to -25°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4C(=O)NC(NC(=O)COc5ccc(cc5)C(C)(C)C)=Nc34)(c6ccccc6)c7ccc(OC)cc7

InChI

1S/C52H62N7O9P/c1-34(2)59(35(3)4)69(66-29-13-28-53)68-43-30-46(58-33-54-47-48(58)56-50(57-49(47)61)55-45(60)32-64-42-26-16-36(17-27-42)51(5,6)7)67-44(43)31-65-52(37-14-11-10-12-15-37,38-18-22-40(62-8)23-19-38)39-20-24-41(63-9)25-21-39/h10-12,14-27,33-35,43-44,46H,13,29-32H2,1-9H3,(H2,55,56,57,60,61)/t43-,44+,46+,69?/m0/s1

InChI key

MCBSUBQIVLOCIW-YEZUPXOUSA-N

Looking for similar products? Visit Product Comparison Guide

General description

DMT-dG(tac) Phosphoramidite is a TAC Protected Phosphoramidite. Substitution of standard protecting groups with the labile TAC (tert.-butylphenoxyacetyl) protecting group results in ultra-fast and easydeprotection under mild conditions, suitable for oligonucleotides with baselabile monomers and reporters as well as in-situ synthesis schemes on glasssurfaces.Key Features of TAC Chemistry are -
  • Deprotection of the TAC group is ultra-fast: complete deprotection inconcentrated ammonia occurs within 15 minutes at 55 °C or two hours atroom temperature
  • Compatible with the AMA deprotection reagent (a mixture of ≥25%ammonia in water with 40% aqueous methylamine I/I, v/v)
  • Highly soluble in acetonitrile. No need to add co-solvents such asdimethylformamide or methylene chloride
  • Suitable for the synthesis of oligomers with base-labile units e.g., dyes andmodifiers, because of less exposure to ammonia and the possibility ofroom temperature deprotection
  • No change is required in the reagents commonly used for DNA synthesis,except that Proligo′s Fast Deprotection Cap A solution is used instead ofCap A solution
  • The application of dA(tac) minimizes depurination and improves thequality of oligonucleotides

Features and Benefits

  • The deprotection of oligonucleotide synthesis products with the AMAreagent is ultra-fast: complete deprotection requires 10 minutes at 65 °C
  • Side reactions at C-monomers through transamination are eliminated
  • Not compatible with some base-labile modified nucleosides
  • dC(tac)-phosphoramidite can directly substitute for dC(bz)-phosphoramidite
  • No change is required in the reagents commonly used for DNA synthesis.Acetonitrile is used to dissolve the phosphoramidite. The standard aceticanhydride capping reagent can be employed.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service