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G112000

DMT-dG(tac) Phosphoramidite

Name: DMT-dG(tac) Phosphoramidite
Brand: SIGMA

别名:

DMT-dG(tac) amidite

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关于此项目

经验公式（希尔记法）:

C₅₂H₆₂N₇O₉P

化学文摘社编号:

149989-60-6

分子量:

960.06

NACRES:

NA.51

PubChem Substance ID:

329799732

UNSPSC Code:

12352200

MDL number:

MFCD01941141

Assay:

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

Storage temp.:

-10 to -25°C

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属性

type

for DNA synthesis

Quality Segment

200

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

说明

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.

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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c