Synthesis of gold nanoparticles with glycosides: synthetic trends based on the structures of glycones and aglycones.
A new, room temperature synthetic method for gold nanoparticles from auric acid with glycosides as reducing agents in aqueous NaOH is presented. As a mechanistic study of the oxidation sites on the glycosides, eight sugar-containing reductants (glycoside, glucose, glucuronic acid) have been tested in the synthesis of gold nanoparticles to determine their trends based on the structures of glycones and aglycones. As a result of the comparison among the eight sugar-containing reductants, it was determined that C-6 of glycosides is oxidized to a carboxylic acid during the reduction of auric acid. To detect the oxidized compounds of the glycosides, the reaction mixtures were monitored by (13)C NMR. Among the eight sugar-containing reductants, phenyl β-D-glucoside generated the highest synthetic yield of mono-dispersed, round gold nanoparticles (13.15±1.30 nm, 99.7% yield).
College of Pharmacy, Inje University, 607 Obang-dong, Gimhae, Gyeongnam 621-749, Republic of Korea.
Jisung
J
Jung
College of Pharmacy, Inje University, 607 Obang-dong, Gimhae, Gyeongnam 621-749, Republic of Korea.
Suryeon
S
Park
Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University, Seoul 151-742, Republic of Korea.
Suckchang
S
Hong
Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University, Seoul 151-742, Republic of Korea.
Min Woo
MW
Ha
Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University, Seoul 151-742, Republic of Korea.
Hyeung-geun
HG
Park
College of Pharmacy, Inje University, 607 Obang-dong, Gimhae, Gyeongnam 621-749, Republic of Korea.
Youmie
Y
Park
College of Pharmacy, Inje University, 607 Obang-dong, Gimhae, Gyeongnam 621-749, Republic of Korea. Electronic address: hjlee@inje.ac.kr.
Hyo-Jong
HJ
Lee
College of Pharmacy, Inje University, 607 Obang-dong, Gimhae, Gyeongnam 621-749, Republic of Korea. Electronic address: yohanpark@inje.ac.kr.
Yohan
Y
Park
D002236:Carbohydrate Conformation; D005947:Glucose / Q000737:chemistry; D020723:Glucuronic Acid / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis*; D006046:Gold / Q000737:chemistry*; D053768:Metal Nanoparticles / Q000737:chemistry*; D053761:Nanocomposites / Q000737:chemistry*; D010084:Oxidation-Reduction; D010316:Particle Size; D019163:Reducing Agents / Q000737:chemistry
D006027:Glycosides; D019163:Reducing Agents; D006046:Gold; D020723:Glucuronic Acid; D005947:Glucose
Glycosides; Gold nanoparticles; Mechanistic study; Room temperature synthesis