Chemical studies on the red sweat of the Hippopotamus

Kimiko Hashimoto, Yoko Saikawa, Masaya Nakata

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Hippopotamus produces colorless sweat over its entire body. The color of the sweat turns red within a few minutes and then becomes brown during a few hours by producing polymers. We isolated the unstable red and orange pigments, called hipposudoric acid and norhipposudoric acid, respectively, responsible to the red coloration of the sweat. Syntheses of these pigments were performed using the Pschorr reaction for the formation of the fluorenone core and the oxidation in the last step producing the unstable diquinone as the key steps. The tautomeric structures of the common chromophore of these pigments in a protic solvent and in an aprotic solvent were also discussed.

Original languageEnglish
Pages (from-to)1251-1260
Number of pages10
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume64
Issue number12
Publication statusPublished - 2006 Dec
Externally publishedYes

Fingerprint

Pigments
Acids
Chromophores
Polymers
Color
Oxidation

Keywords

  • Fluorenediquinone
  • Hippopotamus amphibius
  • Hipposudoric acid
  • Norhipposudoric acid
  • Pigment
  • Pschorr reaction
  • Red sweat
  • Short hydrogen bond

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Chemical studies on the red sweat of the Hippopotamus. / Hashimoto, Kimiko; Saikawa, Yoko; Nakata, Masaya.

In: Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, Vol. 64, No. 12, 12.2006, p. 1251-1260.

Research output: Contribution to journalArticle

@article{6cb1f915a91e4db6a12a10368cd40c88,
title = "Chemical studies on the red sweat of the Hippopotamus",
abstract = "Hippopotamus produces colorless sweat over its entire body. The color of the sweat turns red within a few minutes and then becomes brown during a few hours by producing polymers. We isolated the unstable red and orange pigments, called hipposudoric acid and norhipposudoric acid, respectively, responsible to the red coloration of the sweat. Syntheses of these pigments were performed using the Pschorr reaction for the formation of the fluorenone core and the oxidation in the last step producing the unstable diquinone as the key steps. The tautomeric structures of the common chromophore of these pigments in a protic solvent and in an aprotic solvent were also discussed.",
keywords = "Fluorenediquinone, Hippopotamus amphibius, Hipposudoric acid, Norhipposudoric acid, Pigment, Pschorr reaction, Red sweat, Short hydrogen bond",
author = "Kimiko Hashimoto and Yoko Saikawa and Masaya Nakata",
year = "2006",
month = "12",
language = "English",
volume = "64",
pages = "1251--1260",
journal = "Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry",
issn = "0037-9980",
publisher = "Society of Synthetic Organic Chemistry",
number = "12",

}

TY - JOUR

T1 - Chemical studies on the red sweat of the Hippopotamus

AU - Hashimoto, Kimiko

AU - Saikawa, Yoko

AU - Nakata, Masaya

PY - 2006/12

Y1 - 2006/12

N2 - Hippopotamus produces colorless sweat over its entire body. The color of the sweat turns red within a few minutes and then becomes brown during a few hours by producing polymers. We isolated the unstable red and orange pigments, called hipposudoric acid and norhipposudoric acid, respectively, responsible to the red coloration of the sweat. Syntheses of these pigments were performed using the Pschorr reaction for the formation of the fluorenone core and the oxidation in the last step producing the unstable diquinone as the key steps. The tautomeric structures of the common chromophore of these pigments in a protic solvent and in an aprotic solvent were also discussed.

AB - Hippopotamus produces colorless sweat over its entire body. The color of the sweat turns red within a few minutes and then becomes brown during a few hours by producing polymers. We isolated the unstable red and orange pigments, called hipposudoric acid and norhipposudoric acid, respectively, responsible to the red coloration of the sweat. Syntheses of these pigments were performed using the Pschorr reaction for the formation of the fluorenone core and the oxidation in the last step producing the unstable diquinone as the key steps. The tautomeric structures of the common chromophore of these pigments in a protic solvent and in an aprotic solvent were also discussed.

KW - Fluorenediquinone

KW - Hippopotamus amphibius

KW - Hipposudoric acid

KW - Norhipposudoric acid

KW - Pigment

KW - Pschorr reaction

KW - Red sweat

KW - Short hydrogen bond

UR - http://www.scopus.com/inward/record.url?scp=33847781199&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33847781199&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:33847781199

VL - 64

SP - 1251

EP - 1260

JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

SN - 0037-9980

IS - 12

ER -