1-METHYLADENOSINE Chemical Properties

Melting point:

>217°C (dec.)

Boiling point:

655.4±65.0 °C(Predicted)

Density 

1.88±0.1 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

DMSO (Slightly), Water (Slightly, Sonicated)

form 

Solid

pka

13.24±0.70(Predicted)

color 

White to Off-White

PH

8.8

λmax

258 (pH 2)；258 (pH 7)；259，260～265 (pH 13)

Stability:

Hygroscopic, Light Sensitive

InChI

InChI=1/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/s3

InChIKey

GFYLSDSUCHVORB-ABFAXUGDNA-N

SMILES

N1(C=NC2C(=N)N(C)C=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 |&1:11,12,14,16,r|

Safety Information

Safety Statements 

24/25

HS Code 

29389090

1-METHYLADENOSINE Usage And Synthesis

Description

1-Methyladenosine is a modified nucleoside generated by the processing of tRNA by methyltransferases. The urinary excretion of 1-methyladenosine is elevated in several forms of cancer, supporting its use as a biomarker in early detection. It can also be monitored in serum. Urinary levels of 1-methyladenosine also increase during active rheumatoid arthritis.

Chemical Properties

White to off-white crystalline powder

Uses

1-Methyl Adenosine is a modified adenosine molecule created through the processing of tRNA by methyltransferases. The presence seen to be elevated in the urinary excretion of cancer patients. Thus it may be an early diagnosis biomarker.

Definition

ChEBI: A methyladenosine carrying a methyl substituent at position 1.

References

[1] T. MUNNS H S. Methylation and processing of transfer ribonucleic acid in mammalian and bacterial cells.[J]. The Journal of Biological Chemistry, 1975, 4 1: 2143-2149. DOI: 10.1016/s0021-9258(19)41693-1
[2] VOLD B. Modified nucleosides of Bacillus subtilis transfer ribonucleic acids.[J]. Journal of Bacteriology, 1976, 127 1: 258-267. DOI: 10.1128/jb.127.1.258-267.1976
[3] TAKESHI CHUJO  Tsutomu S. Trmt61B is a methyltransferase responsible for 1-methyladenosine at position 58 of human mitochondrial tRNAs.[J]. RNA, 2012, 18 12: 2269-2276. DOI: 10.1261/rna.035600.112
[4] C. REYNAUD . Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies[J]. Cancer letters, 1992, 61 3: Pages 255-262. DOI: 10.1016/0304-3835(92)90296-8
[5] A SEIDEL. Modified nucleosides: an accurate tumour marker for clinical diagnosis of cancer, early detection and therapy control[J]. British Journal of Cancer, 2006, 94 11: 1726-1733. DOI: 10.1038/sj.bjc.6603164
[6] WEI-YI HSU. Urinary nucleosides as biomarkers of breast, colon, lung, and gastric cancer in Taiwanese.[J]. PLoS ONE, 2013: e81701. DOI: 10.1371/journal.pone.0081701
[7] FENG CHEN. Identification of serum biomarkers of hepatocarcinoma through liquid chromatography/mass spectrometry-based metabonomic method[J]. Analytical and Bioanalytical Chemistry, 2011, 401 6. DOI: 10.1007/s00216-011-5245-3
[8] J G TEBIB. Relationship between urinary excretion of modified nucleosides and rheumatoid arthritis process.[J]. British journal of rheumatology, 1997, 36 9: 990-995. DOI: 10.1093/rheumatology/36.9.990

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