Abstract

The physiological roles of insulin and nitric oxide (NO) have recently been recognized by several studies. A diversity of chemical modifications of insulin is reported both in vivo and in vitro. S-nitrosation, the covalent linkage of NO to cysteine-free thiol, is recognized as an important post-translational regulation in many proteins. Here, we report the in vitro synthesis of a S-nitrosothiol of bovine insulin A- and B-chains. These compounds were characterized by their HPLC chromatographic behavior, monitored by UV visible spectroscopy and electron spray ionization mass spectrometry. The experimental results indicate that each A- and B-chain were S-nitrosated with only one NO group. Stability and solubility of these synthesized derivatives is described for physiological purposes. In this work, nitroso A- and B-chains of insulin were synthesized in vitro in order to better understand the possible interactions between insulin and NO that may be involved in the etiology of insulin resistance.
Original languageEnglish
Pages (from-to)331-338
JournalEuropean Journal Of Mass Spectrometry
Volume12
Issue number5
DOIs
Publication statusPublished - 2006

Fingerprint

insulin
Insulin
nitric oxide
Nitric Oxide
S-Nitrosothiols
etiology
cysteine
Chemical modification
Sulfhydryl Compounds
thiols
linkages
Ionization
Mass spectrometry
Cysteine
sprayers
Nitrosation
mass spectroscopy
solubility
Solubility
Spectroscopy

Keywords

  • A-chain
  • B-chain
  • Insulin
  • Nitric oxide (NO)
  • Nitrosothiol

Cite this

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title = "In vitro nitrosation of insulin A- and B-chains",
abstract = "The physiological roles of insulin and nitric oxide (NO) have recently been recognized by several studies. A diversity of chemical modifications of insulin is reported both in vivo and in vitro. S-nitrosation, the covalent linkage of NO to cysteine-free thiol, is recognized as an important post-translational regulation in many proteins. Here, we report the in vitro synthesis of a S-nitrosothiol of bovine insulin A- and B-chains. These compounds were characterized by their HPLC chromatographic behavior, monitored by UV visible spectroscopy and electron spray ionization mass spectrometry. The experimental results indicate that each A- and B-chain were S-nitrosated with only one NO group. Stability and solubility of these synthesized derivatives is described for physiological purposes. In this work, nitroso A- and B-chains of insulin were synthesized in vitro in order to better understand the possible interactions between insulin and NO that may be involved in the etiology of insulin resistance.",
keywords = "A-chain, B-chain, Insulin, Nitric oxide (NO), Nitrosothiol",
author = "Celina Santos and Afonso, {Ricardo A.} and Guarino, {Maria P} and Patarr{\~a}o, {Rita Susana Franco das Neves} and Fernandes, {Ana Barbosa de Matos Abreu} and Noronha, {Jo{\~a}o Paulo da Costa de} and Macedo, {Maria Paula Borges de Lemos} and Jorge Caldeira",
year = "2006",
doi = "10.1255/ejms.835",
language = "English",
volume = "12",
pages = "331--338",
journal = "European Journal Of Mass Spectrometry",
issn = "1469-0667",
publisher = "Im Publications",
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TY - JOUR

T1 - In vitro nitrosation of insulin A- and B-chains

AU - Santos, Celina

AU - Afonso, Ricardo A.

AU - Guarino, Maria P

AU - Patarrão, Rita Susana Franco das Neves

AU - Fernandes, Ana Barbosa de Matos Abreu

AU - Noronha, João Paulo da Costa de

AU - Macedo, Maria Paula Borges de Lemos

AU - Caldeira, Jorge

PY - 2006

Y1 - 2006

N2 - The physiological roles of insulin and nitric oxide (NO) have recently been recognized by several studies. A diversity of chemical modifications of insulin is reported both in vivo and in vitro. S-nitrosation, the covalent linkage of NO to cysteine-free thiol, is recognized as an important post-translational regulation in many proteins. Here, we report the in vitro synthesis of a S-nitrosothiol of bovine insulin A- and B-chains. These compounds were characterized by their HPLC chromatographic behavior, monitored by UV visible spectroscopy and electron spray ionization mass spectrometry. The experimental results indicate that each A- and B-chain were S-nitrosated with only one NO group. Stability and solubility of these synthesized derivatives is described for physiological purposes. In this work, nitroso A- and B-chains of insulin were synthesized in vitro in order to better understand the possible interactions between insulin and NO that may be involved in the etiology of insulin resistance.

AB - The physiological roles of insulin and nitric oxide (NO) have recently been recognized by several studies. A diversity of chemical modifications of insulin is reported both in vivo and in vitro. S-nitrosation, the covalent linkage of NO to cysteine-free thiol, is recognized as an important post-translational regulation in many proteins. Here, we report the in vitro synthesis of a S-nitrosothiol of bovine insulin A- and B-chains. These compounds were characterized by their HPLC chromatographic behavior, monitored by UV visible spectroscopy and electron spray ionization mass spectrometry. The experimental results indicate that each A- and B-chain were S-nitrosated with only one NO group. Stability and solubility of these synthesized derivatives is described for physiological purposes. In this work, nitroso A- and B-chains of insulin were synthesized in vitro in order to better understand the possible interactions between insulin and NO that may be involved in the etiology of insulin resistance.

KW - A-chain

KW - B-chain

KW - Insulin

KW - Nitric oxide (NO)

KW - Nitrosothiol

U2 - 10.1255/ejms.835

DO - 10.1255/ejms.835

M3 - Article

VL - 12

SP - 331

EP - 338

JO - European Journal Of Mass Spectrometry

JF - European Journal Of Mass Spectrometry

SN - 1469-0667

IS - 5

ER -