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Key Documents

M2780

Sigma-Aldrich

N6-Methyladenosine 5′-monophosphate sodium salt

≥97% (HPLC)

Synonym(s):

6-Me-5′-AMP, N-Methyl-5′-adenylic acid disodium salt

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About This Item

Linear Formula:
C11H15N5O7PNa
CAS Number:
Molecular Weight:
383.23
UNSPSC Code:
41106305
PubChem Substance ID:

Quality Level

Assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

[Na].CNc1ncnc2n(cnc12)C3OC(COP(O)(O)=O)C(O)C3O

InChI

1S/C11H16N5O7P.2Na/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(18)7(17)5(23-11)2-22-24(19,20)21;;/h3-5,7-8,11,17-18H,2H2,1H3,(H,12,13,14)(H2,19,20,21);;/q;2*+1/p-2/t5-,7-,8-,11-;;/m1../s1

InChI key

HFOKUKRAZPHTHH-LYYWGVPGSA-L

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Application

N6-Methyladenosine 5′-monophosphate sodium salt can be used in N6-methyladenosine (m6A) ribonucleoprotein immunoprecipitation reactions. m6A has gained a lot of attention in the recent years because the mRNA modification with m6A has been shown to play a role in stability and translational efficiency of mRNA.

Biochem/physiol Actions

A glycogen phosphorylase b activator.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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N6-methyladenosine is required for the hypoxic stabilization of specific mRNAs.
Fry N J, et al.
RNA, 23(9), 1444-1455 (2017)
M Morange et al.
European journal of biochemistry, 65(2), 553-563 (1976-06-01)
A series of AMP analogs has been selected in order to better understand the structural requirements (a) for the efficient binding of the activator molecule at the correct site on phosphorylase b from rabbit skeletal muscle and (b) for the
N(6)-methyladenosine Modulates Messenger RNA Translation Efficiency.
Wang X, et al.
Cell, 161(6), 1388-1399 (2015)
Fengchao Lang et al.
PLoS pathogens, 15(6), e1007796-e1007796 (2019-06-22)
Epstein-Barr virus (EBV) is a ubiquitous oncogenic virus that induces many cancers. N6-Methyladenosine (m6A) modification regulates many cellular processes. We explored the role of m6A in EBV gene regulation and associated cancers. We have comprehensively defined m6A modification of EBV
Omprakash Shriwas et al.
Apoptosis : an international journal on programmed cell death, 25(3-4), 233-246 (2020-01-25)
Platinum based drugs alone or in combination with 5FU and docetaxel are common regimen chemotherapeutics for the treatment of advanced OSCC. Chemoresistance is one of the major factors of treatment failure in OSCC. Human RNA helicase DDX3 plays an important

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