Effect of Carboxyl Group in O-Methacryloyl-N-Acyl Tyrosines on Adhesiveness to Unetched Human Dentin

Jiro Tanaka; Kunio Ishikawa; Hirofumi Yatani; Atsushi Yamashita; Kazuomi Suzuki

doi:10.4012/dmj.18.87

Effect of Carboxyl Group in O-Methacryloyl-N-Acyl Tyrosines on Adhesiveness to Unetched Human Dentin

Jiro Tanaka, Kunio Ishikawa, Hirofumi Yatani, Atsushi Yamashita, Kazuomi Suzuki

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

Abstract

We have reported that the carboxylic group plays an important role in the adhesion of methacryloyl amino acid - 2-hydroxyethyl methacrylate type restorative resin to dentin surfaces. However, our study so far has been limited to the methacryloyl amino acid that has only one carboxylic acid. In this investigation, three new O-methacryloyl-N-acyl tyrosines (MAATY) that have one or two carboxylic groups in the acyl group, and thus two or three carboxylic groups in MAATY, were prepared and evaluated for their bond strength to unetched dentine. Higher bond strength was observed when the MAATY contained larger number of carboxylic acid groups. Factor analysis of the bonding strength revealed that the hydrogen bond ability of the carboxylic acid and the hydrophile-lipophile balance (HLB) affected the bond strength.

Original language	English
Pages (from-to)	87-95
Number of pages	9
Journal	dental materials journal
Volume	18
Issue number	1
DOIs	https://doi.org/10.4012/dmj.18.87
Publication status	Published - 1999
Externally published	Yes

All Science Journal Classification (ASJC) codes

Ceramics and Composites
Dentistry(all)

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title = "Effect of Carboxyl Group in O-Methacryloyl-N-Acyl Tyrosines on Adhesiveness to Unetched Human Dentin",

abstract = "We have reported that the carboxylic group plays an important role in the adhesion of methacryloyl amino acid - 2-hydroxyethyl methacrylate type restorative resin to dentin surfaces. However, our study so far has been limited to the methacryloyl amino acid that has only one carboxylic acid. In this investigation, three new O-methacryloyl-N-acyl tyrosines (MAATY) that have one or two carboxylic groups in the acyl group, and thus two or three carboxylic groups in MAATY, were prepared and evaluated for their bond strength to unetched dentine. Higher bond strength was observed when the MAATY contained larger number of carboxylic acid groups. Factor analysis of the bonding strength revealed that the hydrogen bond ability of the carboxylic acid and the hydrophile-lipophile balance (HLB) affected the bond strength.",

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AU - Tanaka, Jiro

AU - Ishikawa, Kunio

AU - Yatani, Hirofumi

AU - Yamashita, Atsushi

AU - Suzuki, Kazuomi

PY - 1999

Y1 - 1999

N2 - We have reported that the carboxylic group plays an important role in the adhesion of methacryloyl amino acid - 2-hydroxyethyl methacrylate type restorative resin to dentin surfaces. However, our study so far has been limited to the methacryloyl amino acid that has only one carboxylic acid. In this investigation, three new O-methacryloyl-N-acyl tyrosines (MAATY) that have one or two carboxylic groups in the acyl group, and thus two or three carboxylic groups in MAATY, were prepared and evaluated for their bond strength to unetched dentine. Higher bond strength was observed when the MAATY contained larger number of carboxylic acid groups. Factor analysis of the bonding strength revealed that the hydrogen bond ability of the carboxylic acid and the hydrophile-lipophile balance (HLB) affected the bond strength.

AB - We have reported that the carboxylic group plays an important role in the adhesion of methacryloyl amino acid - 2-hydroxyethyl methacrylate type restorative resin to dentin surfaces. However, our study so far has been limited to the methacryloyl amino acid that has only one carboxylic acid. In this investigation, three new O-methacryloyl-N-acyl tyrosines (MAATY) that have one or two carboxylic groups in the acyl group, and thus two or three carboxylic groups in MAATY, were prepared and evaluated for their bond strength to unetched dentine. Higher bond strength was observed when the MAATY contained larger number of carboxylic acid groups. Factor analysis of the bonding strength revealed that the hydrogen bond ability of the carboxylic acid and the hydrophile-lipophile balance (HLB) affected the bond strength.

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Effect of Carboxyl Group in O-Methacryloyl-N-Acyl Tyrosines on Adhesiveness to Unetched Human Dentin

Abstract

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