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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 102690-88-0 Chemical Structure| 102690-88-0
Chemical Structure| 102690-88-0

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Product Citations

Product Citations

Pontarelli, Alexander ; Vasquez, Guillermo ; Fu, Wuxia ; Solan, Qingxia ; Gaus, Hans J ; Galindo-Murillo, Rodrigo , et al.

Abstract: Enhancing protein translation remains a key objective in the continued development of mRNA-based therapeutics. One promising strategy involves the chemical modification of the 5′ mRNA cap that is essential for RNA stability and translation initiation via eIF4E binding. Given its smaller size, nuclease stability, and unique 3′ → 2′ internucleotide linkage, we evaluated α-l-threofuranosyl nucleic acid (TNA) modification at the 5′-end of mRNA. TNA modified trinucleotide caps were synthesized and incorporated cotranscriptionally into several mRNAs using T7 polymerase with comparable full-length integrity, yield, and capping efficiency relative to reference cap m7G-AOMeG. Capped mRNAs incorporating TNA modification were shown to support translation in cell extract and cultured cells. Placement of TNA at the inverted m7G (m7GTNA-AOMeG) negatively impacted protein translation relative to the predominant natural Cap 1 structure, but notably, TNA modification at the first transcribed nucleotide improved protein production in all evaluated systems. Biochemical experiments suggest that both TNA modified caps improve decapping resistance in vitro and do not significantly increase proinflammatory interleukin-6 release in HeLa cells. In addition, molecular modeling simulations revealed that caps bearing TNA are well accommodated within eIF4E. Lastly, we show that SpCas9 mRNAs containing TNA cap m7G-ATNAG cotransfected with single-guide RNA targeting murine transthyretin (mTtr) resulted in efficient gene editing in cultured cells. These findings contribute to the expanding toolkit of modified cap analogs and further our understanding of the chemical tolerability of specific positions within the cap scaffold.

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Product Details of Bis(2-cyanoethyl) diisopropylphosphoramidite

CAS No. :102690-88-0
Formula : C12H22N3O2P
M.W : 271.30
SMILES Code : CC(N(C(C)C)P(OCCC#N)OCCC#N)C
MDL No. :MFCD00797597
InChI Key :LDHWBEHZLFDXCU-UHFFFAOYSA-N
Pubchem ID :3626483

Safety of Bis(2-cyanoethyl) diisopropylphosphoramidite

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311+H331-H315-H319
Precautionary Statements:P261-P280-P301+P310-P305+P351+P338-P311
Class:6.1
UN#:2810
Packing Group:
 

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