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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:
81921-35-9
Molecular Weight:
383.23
UNSPSC Code:
41106305
PubChem Substance ID:
24896766

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

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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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)
Kosuke Taniguchi et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(1), 494-512 (2020-01-10)
Intracellular mRNA levels are not always proportional to their respective protein levels, especially in the placenta. This discrepancy may be attributed to various factors including post-transcriptional regulation, such as mRNA methylation (N6-methyladenosine: m6A). Here, we conducted a comprehensive m6A analysis
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
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