Salicylhydroxamic acid: Difference between revisions

Latest revision as of 22:29, 9 April 2022

high-resolution terminology - matching measurements at high-resolution

Salicylhydroxamic acid

Description

Salicylhydroxamic acid (SHAM; synonym: 2-Hydroxybenzohydroxamic acid N,2-Dihydroxybenzamide) is an inhibitor of the alternative oxidase (AOX). When AOX is blocked by SHAM, electrons are forced through the CIII-cytochrome c oxidase pathway, allowing observation of the operation of the CIII-CIV pathway without AOX activity.

Abbreviation: SHAM

Reference: Parrino_2000_J_Exp_Biol

Application in HRR

SHAM: Salicylhydroxamic acid (2-Hydroxybenzohydroxamic acid; HOC₆H₄CONHOH), Sigma-Aldrich: S607, store at RT, CAS: 89-73-6, M = 153.14 g·mol^-1

Hazard statements: H312, H332, H315, H319, H335, H351; harmful in contact with skin, harmful if inhaled, causes skin irritation, causes serious eye irritation, may cause respiratory irritation, suspected of causing cancer

SHAM is reported to be easily soluble in EtOH. So EtOH could be considered as a solvent, too. However, in Oroboros-lab SHAM in EtOH has not been tested yet.

Preparation of 250 mM stock solution (dissolved in DMSO):

Weigh 76.57 mg of SHAM.
Dissolve in 1950 µL of DMSO.
Divide into 0.2 mL portions
Store at -20 °C.

» O2k Manual Titrations: MiPNet09.12 O2k-Titrations

Titration volume: 8 µL
Final conc. in 2 mL O2k chamber: 1 mM

References

Duvenage L, Munro CA, Gourlay CW (2019) High Resolution Respirometry in Candida albicans. Bio Protoc 9:e3361. https://doi.org/10.21769/BioProtoc.3361
Millenaar FF, Lambers H (2003) The alternative oxidase: in vivo regulation and function. Plant Biol (Stuttg) 5:2-15. https://doi.org/10.1055/s-2003-37974
Moore AL, Siedow JN (1991) The regulation and nature of the cyanide-resistant alternative oxidase of plant mitochondria. Biochim Biophysica Acta - Bioenergetics 1059:121-40. https://doi.org/10.1016/S0005-2728(05)80197-5
Sluse FE, Jarmuszkiewicz W (1998) Alternative oxidase in the branched mitochondrial respiratory network: an overview on structure, function, regulation, and role. Braz J Med Biol Res 31:733-47. https://doi.org/10.1590/S0100-879X1998000600003

MitoPedia topics: Inhibitor

@@ Line 1: / Line 1: @@
 {{MitoPedia
 |abbr=SHAM
-|description='''Salicylhydroxamic acid''' (SHAM; synonym: 2-Hydroxybenzohydroxamic acid  N,2-Dihydroxybenzamide) is an inhibitor of the [[alternative oxidase]] (AOX). When AOX is blocked by SHAM, electrons are forced through the cytochrome ''c'' pathway and through cytochrome IV, allowing observation of the operation of the cytochrome pathway without AOX activity.
+|description='''Salicylhydroxamic acid''' (SHAM; synonym: 2-Hydroxybenzohydroxamic acid  N,2-Dihydroxybenzamide) is an inhibitor of the [[alternative oxidase]] (AOX). When AOX is blocked by SHAM, electrons are forced through the CIII-cytochrome ''c'' oxidase pathway, allowing observation of the operation of the CIII-CIV pathway without AOX activity.
 |info=[[Parrino_2000_J_Exp_Biol]]
 }}
-{{MitoPedia topics
+__TOC__
-|mitopedia topic=Inhibitor
-}}
 == Application in [[HRR]] ==
+{{Chemical_description
+|abbr=SHAM
+|trivial name=Salicylhydroxamic acid
+|complete name=2-Hydroxybenzohydroxamic acid
-'''SHAM: Salicylhydroxamic acid''' (99%; HOC<sub>6</sub>H<sub>4</sub>CONHOH); Sigma S 607, 5 g, store at RT; FW = 153.14.
+|chem formula=HOC<sub>6</sub>H<sub>4</sub>CONHOH
+|molar mass=153.14
+|vendor=Sigma-Aldrich
+|product number=S607
+|store at=RT
+|sensitivity=
+|cas=89-73-6
+|h statements=H312, H332, H315, H319, H335, H351
-<span style="color:#8B008B"> '''Caution:''' Irritant!</span>
+|h info=
+harmful in contact with skin, harmful if inhaled, causes skin irritation, causes serious eye irritation, may cause respiratory irritation, suspected of causing cancer}}<!-- ::: '''SHAM: Salicylhydroxamic acid''' (99%; HOC<sub>6</sub>H<sub>4</sub>CONHOH); Sigma S 607, 5 g, store at RT; M = 153.14 g·mol<sup>-1</sup>.
+::::<span style="color:#8B008B"> '''Caution:''' Irritant!</span>-->
+:::: SHAM is reported to be easily soluble in EtOH. So EtOH could be considered as a solvent, too. However, in Oroboros-lab SHAM in EtOH has not been tested yet.
-:::'''Preparation of 20 mM stock solution (dissolved in DMSO)''':
+::::'''Preparation of 250 mM stock solution (dissolved in DMSO)''':
-::::# Weigh 6.1 mg of SHAM.
+::::# Weigh 76.57 mg of SHAM.
-::::# Dissolve in 2 ml of DMSO.
+::::# Dissolve in 1950 µL of DMSO.
 ::::# Divide into 0.2 mL portions
 ::::# Store at -20 °C.
-::: '''O2k Manual Titrations:'''  [[MiPNet09.12 O2k-Titrations]]
+:::» '''O2k Manual Titrations:'''  [[MiPNet09.12 O2k-Titrations]]
+::::* Titration volume: 8 µL
+::::* Final conc. in 2 mL O2k chamber: 1 mM
+== References ==
+::::* Duvenage L, Munro CA, Gourlay CW (2019) High Resolution Respirometry in Candida albicans. Bio Protoc 9:e3361. https://doi.org/10.21769/BioProtoc.3361
+::::* Millenaar FF, Lambers H (2003) The alternative oxidase: in vivo regulation and function. Plant Biol (Stuttg) 5:2-15. https://doi.org/10.1055/s-2003-37974
+::::* Moore AL, Siedow JN (1991) The regulation and nature of the cyanide-resistant alternative oxidase of plant mitochondria. Biochim Biophysica Acta - Bioenergetics 1059:121-40. https://doi.org/10.1016/S0005-2728(05)80197-5
+::::* Sluse FE, Jarmuszkiewicz W (1998) Alternative oxidase in the branched mitochondrial respiratory network: an overview on structure, function, regulation, and role. Braz J Med Biol Res 31:733-47. https://doi.org/10.1590/S0100-879X1998000600003
-::::* Titration volume: 100 uL
+{{MitoPedia topics
-::::* Final conc. in 2 mL O2k-chamber: 1 mM
+|mitopedia topic=Inhibitor
+}}