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文件

G112000

DMT-dG(tac) Phosphoramidite

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

别名:

DMT-dG(tac)酰胺

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About This Item

经验公式（希尔记法）:

C₅₂H₆₂N₇O₉P

CAS号:

149989-60-6

分子量:

960.06

MDL编号:

MFCD01941141

UNSPSC代码:

12352200

PubChem化学物质编号:

329799732

NACRES:

NA.51

类型

for DNA synthesis

质量水平

200

产品线

Proligo Reagents

检测方案

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

λ

conforms (UV/VIS Identity)

核苷分析

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

储存温度

-10 to -25°C

SMILES字符串

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

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一般描述

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

特点和优势

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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