[7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid

Base Information

Chemical Name:[7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid
CAS No.:12626-15-2
Molecular Formula:C20H30N10O8
Molecular Weight:538.5144
Hs Code.:
Mol file:12626-15-2.mol

Synonyms:Miharamycin B;

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid

Chemical Property:

Refractive Index:1.871
Boiling Point:°Cat760mmHg
Flash Point:°C
Density:2.04g/cm³

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

General Description [7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid, also known as Miharamycin B, is a peptidyl nucleoside antibiotic featuring a unique branched C9 pyranosyl amino acid core and a rare 2-aminopurine moiety. Its biosynthesis involves an atypical hybrid nonribosomal peptide synthetase-polyketide synthase (NRPS-PKS) pathway, which assembles the high-carbon sugar scaffold through polyketide-like mechanisms rather than conventional carbohydrate metabolism. [7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid also incorporates N⁵-hydroxyarginine, an unusual amino acid, attached via an ATP-grasp ligase. This hybrid NRPS-PKS route represents an unprecedented biosynthetic strategy for constructing complex nucleoside-derived natural products.

Technology Process of [7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid

There total 2 articles about [7-(2-amino-9H-purin-9-yl)-3,3a,4-trihydroxyhexahydro-2H-furo[2,3-c]pyran-5-yl]{[N~5~-(diaminomethylidene)ornithyl]amino}acetic acid 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:

: 74-79-3,25212-18-4
L-arginine

: miharamycinine

: 12626-15-2
miharamycin B

Guidance literature:: With recombinant ATP-grasp ligase Mhr₂₀; potassium chloride; ATP; magnesium chloride; In aq. buffer; at 20 ℃; for 24h; pH=7.5; Enzymatic reaction;
DOI:10.1021/jacs.9b03021