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G11100P

Sigma-Aldrich

DMT-dG(ib) Pharmadite®

Synonym(s):

DMT-dG(ib) Phosphoramidite, N-(2-methyl-1-oxopropyl)-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-deoxyguanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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About This Item

Empirical Formula (Hill Notation):
C44H54N7O8P
CAS Number:
93183-15-4
Molecular Weight:
839.92
MDL number:
MFCD00055147
UNSPSC Code:
41116107
PubChem Substance ID:
329799722
NACRES:
NA.51

biological source

non-animal source (no BSE/TSE risk)

Quality Level

300

type

for DNA synthesis

product line

Proligo Reagents

assay

≥99.5% (reversed phase HPLC)
>99.5% (31P-NMR)

form

powder or granules

technique(s)

oligo synthesis: suitable

impurities

>= 170ppm, none detected (S/N <2.5)
≤0.1% P(III) 100-169ppm (31P-NMR)
≤0.1% single unspecified Imprity (reversed phase HPLC)
≤0.3% dG2 (reversed phase HPLC, DMT-dG(ib) cyanoethyl-H-posphonate)
≤0.3% dG3 (reversed phase HPLC, DMT-dG(ib) phosphoramidate)
≤0.3% dG4 (reversed phase HPLC, DMT-dG(ib)-diisopropylamino-H-phosphonate)
≤0.30 wt. % water content (Karl Fischer)
≤0.5% P(V) -25-99ppm (31P-NMR)
≤3.0 wt. % residual solvent content

color

white to off-white

solubility

soluble, clear

suitability

conforms to structure for H-NMR
conforms to structure for LC-MS

nucleoside profile

base: deoxyguanosine
base protecting group: isobutyryl
2' protecting group: none
5' protecting group: DMT
deprotection: standard

storage temp.

2-8°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)C(C)C)=Nc34)(c5ccccc5)c6ccc(OC)cc6

InChI

1S/C44H54N7O8P/c1-28(2)41(52)48-43-47-40-39(42(53)49-43)46-27-50(40)38-25-36(59-60(57-24-12-23-45)51(29(3)4)30(5)6)37(58-38)26-56-44(31-13-10-9-11-14-31,32-15-19-34(54-7)20-16-32)33-17-21-35(55-8)22-18-33/h9-11,13-22,27-30,36-38H,12,24-26H2,1-8H3,(H2,47,48,49,52,53)/t36-,37+,38+,60?/m0/s1

InChI key

FDRMKYVTIFSDPR-MMROLVBFSA-N

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General description

DMT-dG(ib) Pharmadite® is a Pharmadite® product line that represents a new class of standard protected DNA phosphoramidites designed with highly controlled impurity profiles and exceptional overall purity. Pharmadite phosphoramidites are characterized by their exceptional purity and well-defined impurity profile. In particular, they are essentially free from contaminants that interfere in coupling reactions, such as other nucleosidic or non-nucleosidic phosphoramidites (P(III)-contaminants). All remaining impurities in Pharmadite phosphopramidites, if present, are identified, characterized, and quantified. The impact of any such defined impurities on the synthesis of oligonucleotides is well understood and has been shown to be insignificant.

Legal Information

Pharmadite is a registered trademark of Merck KGaA, Darmstadt, Germany

wgk_germany

WGK 1

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’.

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