IMP

Base Information

• Chemical Name: IMP
• CAS No.: 131-99-7
• Molecular Formula: C10H13N4O8P
• Molecular Weight: 348.209
• Hs Code.: 29389090
• Mol file: 131-99-7.mol

Synonyms:5'-IMP;IMP;Inosine 5'-(dihydrogen phosphate);Inosine 5'-monophosphate;Inosine5'-phosphate;Inosine-5'-monophosphoric acid;Inosinic acid;

Chemical Property of IMP

Chemical Property:

• Boiling Point: 851.369 °C at 760 mmHg
• PKA: pK1 = 2.4; pK2 = 6.4(at 25℃)
• Flash Point: 468.691 °C
• PSA: 189.83000
• Density: 2.319 g/cm³
• LogP: -2.15190
• Storage Temp.: −20°C

Purity/Quality:

Inosine 5′-monophosphate from Saccharomyces cerevisiae ≥98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Inosine 5''-monophosphate from Saccharomyces cerevisiae is an IMPDH substrate. Inosine 5′-monophosphate (IMP) has been used as an umami tastant along with MSG to study their cortical responses and interactions in the human brain. It may be used as a substrate to study the distribution, specificity, and kinetics of inosine-5′-monophosphate dehydrogenase (IMPDH).

Technology Process of IMP

There total 23 articles about IMP which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

Phosphoric acid (3aR,4R,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester bis-(2,2,2-tribromo-ethyl) ester (78681-84-2) → 5'-inosine monophosphate (131-99-7)

Guidance literature:

With Nafion 125; lithium perchlorate; In N,N-dimethyl-formamide; acetonitrile; electrolysis;

DOI:10.1055/s-1981-29501

Reference yield:

5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → 5'-inosine monophosphate (131-99-7) + adenosine 5'-diphosphate (58-64-0,905904-58-7) + ATP (56-65-5,896506-78-8)

Guidance literature:

With zinc(II) chloride; In methanol; at 25 ℃; Product distribution; biosynthesis; various typ-, and conc. of reagent;

DOI:10.1271/bbb1961.52.909

Reference yield:

5'-CTCCTTCCATACGGTGCACCTTCCTC-3' + 5'-Cy5-ATACGCTTATCGGTACATGAGCACTGCAGCACTGGACCAC-Iowa black RQ-3'/5'-CATGTACCGATAAGCGTATTATGGAAGGAGGCGTTATGAGGGGTCCA-3'/5'-ACCTGGGGGAGTATTGCGGAGGAAGGTGCGTGGTCCAGTGCTGCAGTG-3'/bis(adenosine 5'-monophosphate) complex → 5'-Cy5-ATACGCTTATCGGTACATGAGCACTGCAGCACTGGACCAC-Iowa black RQ-3'/5'-CATGTACCGATAAGCGTATTATGGAAGGAGGCGTTATGAGGGGTCCA-3'/5'-ACCTGGGGGAGTATTGCGGAGGAAGGTGCGTGGTCCAGTGCTGCAGTG-3'/5'-CTCCTTCCATACGGTGCACCTTCCTC-3' + 5'-inosine monophosphate (131-99-7)

Guidance literature:

With 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid sodium salt; sodium chloride; adenosine deaminase; In water; at 25 - 70 ℃; for 1.33333h; pH=7.4; Enzymatic reaction;

upstream raw materials:

inosine

Guanosine 5'-monophosphate

Phosphoric acid (3aR,4R,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester bis-(2,2,2-tribromo-ethyl) ester

5'-adenosine monophosphate

Downstream raw materials:

Inosine

C₂₈H₄₇N₈O₁₈P

inosine

XMP

Refernces

• 1、 Del Arco, Jon,Martinez, María,Donday, Manuel,Clemente-Suarez, Vicente Javier,Fernández-Lucas, Jesús. "Cloning, expression and biochemical characterization of xanthine and adenine phosphoribosyltransferases from Thermus thermophilus HB8". . p. 216 - 223. Retrieved 2018.
• 2、 Naguib,Iltzsch,El Kouni,Panzica,El Kouni. "Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii". . p. 1685 - 1693. Retrieved 1995.
• 3、 Yonehara,Tani. "ATP production by a methanol yeast, Candida boidinii (Kloeckera sp.) No. 2201: Effects of sorbitol treatment and zinc on cell structure as to ATP production". . p. 909 - 914. Retrieved 1988.
• 4、 Boitz, Jan M.,Ullman, Buddy. "Amplification of adenine phosphoribosyltransferase suppresses the conditionally lethal growth and virulence phenotype of Leishmania donovani mutants lacking both hypoxanthine-guanine and xanthine phosphoribosyltransferases". . p. 18555 - 18564. Retrieved 2010.
• 5、 Wu, Jim Zhen,Larson, Gary,Walker, Heli,Shim, Jae Hoon,Hong, Zhi. "Phosphorylation of ribavirin and viramidine by adenosine kinase and cytosolic 5′-nucleotidase II: Implications for ribavirin metabolism in erythrocytes". . p. 2164 - 2171. Retrieved 2005.
• 6、 Senthilvelan, Annamalai,Shanmugasundaram, Muthian,Kore, Anilkumar R.. "Highly regioselective methylation of inosine nucleotide: an efficient synthesis of 7-methylinosine nucleotide". . p. 1011 - 1019. Retrieved 2020.
• 7、 Canyuk,E-Wan,Keawwijit,Nualnoi,Sirisatean,Tansakul,Tanthana. "The role for glutamic acid at position 196 in human hypoxanthine phosphoribosyltransferase (HPRT) as investigated using site-directed mutagenesis". . p. 894 - 899. Retrieved 2008.
• 8、 Ikemoto,Haze,Hatano,Kitamoto,Ishida,Nara. "Phosphorylation of nucleosides with phosphorus oxychloride in trialkyl phosphate". . p. 210 - 215. Retrieved 1995.
• 9、 Sarwono, Albertus Eka Yudistira,Suganuma, Keisuke,Mitsuhashi, Shinya,Okada, Tadashi,Musinguzi, Simon Peter,Shigetomi, Kengo,Inoue, Noboru,Ubukata, Makoto. "Identification and characterization of guanosine 5′-monophosphate reductase of Trypanosoma congolense as a drug target". . p. 537 - 544. Retrieved 2017/07/10.