A Naturally Occurring Pyrimidodiazepine in Drosophila: Chemical and Spectral Properties and Relationship to Drosopterin

K. Bruce Jacobson; Dale Dorsett; W. Pfleiderer; James A. McCloskey; Satinder K. Sethi; Michelle V. Buchanan; Ira B. Rubin

doi:10.1021/bi00265a048

A Naturally Occurring Pyrimidodiazepine in Drosophila: Chemical and Spectral Properties and Relationship to Drosopterin

K. Bruce Jacobson, Dale Dorsett, W. Pfleiderer, James A. McCloskey, Satinder K. Sethi, Michelle V. Buchanan, Ira B. Rubin

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

The structure of an intermediate, in drosopterin biosynthesis, as 6-acetylpyrimidodiazepine has been confirmed by high-resolution mass spectra, ¹³C NMR, chemical ionization mass spectra, and chemical properties. A trivial name of 6-acetylhomopterin is suggested and should replace the term “quench spot” used heretofore. The structure of drosopterin includes, in part, a pyrimidodiazepine, a compound that consists of a fused six- and seven-membered heterocyclic ring system. Earlier studies demonstrated that 6-acetylhomopterin strongly stimulated the enzymatic synthesis of drosopterin and related eye pigments by preparations from Drosophila. The occurrence in nature is quite limited for diazepines; drosopterin and homopterin are the first examples in eukaryotes.

Original language	English
Pages (from-to)	5700-5706
Number of pages	7
Journal	Biochemistry
Volume	21
Issue number	22
DOIs	https://doi.org/10.1021/bi00265a048
State	Published - 1982

Access to Document

10.1021/bi00265a048

Cite this

@article{1c598000859f41c29d0b420c1bc7dc86,

title = "A Naturally Occurring Pyrimidodiazepine in Drosophila: Chemical and Spectral Properties and Relationship to Drosopterin",

abstract = "The structure of an intermediate, in drosopterin biosynthesis, as 6-acetylpyrimidodiazepine has been confirmed by high-resolution mass spectra, 13C NMR, chemical ionization mass spectra, and chemical properties. A trivial name of 6-acetylhomopterin is suggested and should replace the term “quench spot” used heretofore. The structure of drosopterin includes, in part, a pyrimidodiazepine, a compound that consists of a fused six- and seven-membered heterocyclic ring system. Earlier studies demonstrated that 6-acetylhomopterin strongly stimulated the enzymatic synthesis of drosopterin and related eye pigments by preparations from Drosophila. The occurrence in nature is quite limited for diazepines; drosopterin and homopterin are the first examples in eukaryotes.",

author = "Jacobson, {K. Bruce} and Dale Dorsett and W. Pfleiderer and McCloskey, {James A.} and Sethi, {Satinder K.} and Buchanan, {Michelle V.} and Rubin, {Ira B.}",

year = "1982",

doi = "10.1021/bi00265a048",

language = "English",

volume = "21",

pages = "5700--5706",

journal = "Biochemistry",

issn = "0006-2960",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - A Naturally Occurring Pyrimidodiazepine in Drosophila

T2 - Chemical and Spectral Properties and Relationship to Drosopterin

AU - Jacobson, K. Bruce

AU - Dorsett, Dale

AU - Pfleiderer, W.

AU - McCloskey, James A.

AU - Sethi, Satinder K.

AU - Buchanan, Michelle V.

AU - Rubin, Ira B.

PY - 1982

Y1 - 1982

N2 - The structure of an intermediate, in drosopterin biosynthesis, as 6-acetylpyrimidodiazepine has been confirmed by high-resolution mass spectra, 13C NMR, chemical ionization mass spectra, and chemical properties. A trivial name of 6-acetylhomopterin is suggested and should replace the term “quench spot” used heretofore. The structure of drosopterin includes, in part, a pyrimidodiazepine, a compound that consists of a fused six- and seven-membered heterocyclic ring system. Earlier studies demonstrated that 6-acetylhomopterin strongly stimulated the enzymatic synthesis of drosopterin and related eye pigments by preparations from Drosophila. The occurrence in nature is quite limited for diazepines; drosopterin and homopterin are the first examples in eukaryotes.

AB - The structure of an intermediate, in drosopterin biosynthesis, as 6-acetylpyrimidodiazepine has been confirmed by high-resolution mass spectra, 13C NMR, chemical ionization mass spectra, and chemical properties. A trivial name of 6-acetylhomopterin is suggested and should replace the term “quench spot” used heretofore. The structure of drosopterin includes, in part, a pyrimidodiazepine, a compound that consists of a fused six- and seven-membered heterocyclic ring system. Earlier studies demonstrated that 6-acetylhomopterin strongly stimulated the enzymatic synthesis of drosopterin and related eye pigments by preparations from Drosophila. The occurrence in nature is quite limited for diazepines; drosopterin and homopterin are the first examples in eukaryotes.

UR - http://www.scopus.com/inward/record.url?scp=0020420435&partnerID=8YFLogxK

U2 - 10.1021/bi00265a048

DO - 10.1021/bi00265a048

M3 - Article

C2 - 7171579

AN - SCOPUS:0020420435

SN - 0006-2960

VL - 21

SP - 5700

EP - 5706

JO - Biochemistry

JF - Biochemistry

IS - 22

ER -

A Naturally Occurring Pyrimidodiazepine in Drosophila: Chemical and Spectral Properties and Relationship to Drosopterin

Abstract

Access to Document

Other files and links

Fingerprint

Cite this