Synthesis of L-Ascorbic Acid Derivative Including 3-Aminopropane Phosphoric Acid as a Novel Whitening Agent

Hak Hee Kang, Seong-Geun Oh

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A stable derivative of L-ascorbic acid, 2-O-[(3-aminopropyl)phosphinooxy]-L-ascorbic acid (LAAP), was synthesized in moderate yield and its chemical stability and effects on melanin synthesis were investigated. L-Ascorbic acid was decomposed completely within about 1 hour, while 93% of LAAP remained even after 10 days. Treatment of L-ascorbic acid and LAAP decreased melanin content in normal human melanocytes to 33.8% and 49.1% of control at 2 mM, respectively. Considering chemical instability of L-ascorbic acid, LAAP is a much better whitening agent.

Original languageEnglish
Pages (from-to)1169-1171
Number of pages3
JournalBulletin of the Korean Chemical Society
Volume24
Issue number8
DOIs
StatePublished - 2003 Aug 20

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Bleaching Agents
Ascorbic Acid
Derivatives
Melanins
Chemical stability
phosphoric acid

Keywords

  • 2-O-[(3-Aminopropyl)phosphinooxy]-L-ascorbic acid (LAAP)
  • Whitening agent

Cite this

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title = "Synthesis of L-Ascorbic Acid Derivative Including 3-Aminopropane Phosphoric Acid as a Novel Whitening Agent",
abstract = "A stable derivative of L-ascorbic acid, 2-O-[(3-aminopropyl)phosphinooxy]-L-ascorbic acid (LAAP), was synthesized in moderate yield and its chemical stability and effects on melanin synthesis were investigated. L-Ascorbic acid was decomposed completely within about 1 hour, while 93{\%} of LAAP remained even after 10 days. Treatment of L-ascorbic acid and LAAP decreased melanin content in normal human melanocytes to 33.8{\%} and 49.1{\%} of control at 2 mM, respectively. Considering chemical instability of L-ascorbic acid, LAAP is a much better whitening agent.",
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Synthesis of L-Ascorbic Acid Derivative Including 3-Aminopropane Phosphoric Acid as a Novel Whitening Agent. / Kang, Hak Hee; Oh, Seong-Geun.

In: Bulletin of the Korean Chemical Society, Vol. 24, No. 8, 20.08.2003, p. 1169-1171.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of L-Ascorbic Acid Derivative Including 3-Aminopropane Phosphoric Acid as a Novel Whitening Agent

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AU - Oh, Seong-Geun

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N2 - A stable derivative of L-ascorbic acid, 2-O-[(3-aminopropyl)phosphinooxy]-L-ascorbic acid (LAAP), was synthesized in moderate yield and its chemical stability and effects on melanin synthesis were investigated. L-Ascorbic acid was decomposed completely within about 1 hour, while 93% of LAAP remained even after 10 days. Treatment of L-ascorbic acid and LAAP decreased melanin content in normal human melanocytes to 33.8% and 49.1% of control at 2 mM, respectively. Considering chemical instability of L-ascorbic acid, LAAP is a much better whitening agent.

AB - A stable derivative of L-ascorbic acid, 2-O-[(3-aminopropyl)phosphinooxy]-L-ascorbic acid (LAAP), was synthesized in moderate yield and its chemical stability and effects on melanin synthesis were investigated. L-Ascorbic acid was decomposed completely within about 1 hour, while 93% of LAAP remained even after 10 days. Treatment of L-ascorbic acid and LAAP decreased melanin content in normal human melanocytes to 33.8% and 49.1% of control at 2 mM, respectively. Considering chemical instability of L-ascorbic acid, LAAP is a much better whitening agent.

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