Formation of mechano-radicals in d-glucose and lactose

Tetsu Kudo; Helmut Heusinger

doi:10.1016/S0008-6215(82)80003-7

Formation of mechano-radicals in d-glucose and lactose

Tetsu Kudo
, Helmut Heusinger

Radiochemistry Munich

Technical University of Munich

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

5 Scopus citations

Abstract

Radical formation in ball-milled mono- and di-saccharides was found to be especially effective for a-lactose monohydrate and α-d-glucose monohydrate. For these two sugars, spin-trapping experiments were performed by using pentamethyl nitrosobenzene (PMNB) and tri-tert-butylnitrosobenzene (BNB). The sugar radicals could not be trapped directly, but they transferred a hydrogen atom to BNB and an electron to PMNB. Based on the e.s.r. spectra in the solid state and the results of the spin-trapping experiments, a mechanism for radical formation is proposed.

Original language	English
Pages (from-to)	7-14
Number of pages	8
Journal	Carbohydrate Research
Volume	103
Issue number	1
DOIs	https://doi.org/10.1016/S0008-6215(82)80003-7
State	Published - 1 May 1982

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title = "Formation of mechano-radicals in d-glucose and lactose",

abstract = "Radical formation in ball-milled mono- and di-saccharides was found to be especially effective for a-lactose monohydrate and α-d-glucose monohydrate. For these two sugars, spin-trapping experiments were performed by using pentamethyl nitrosobenzene (PMNB) and tri-tert-butylnitrosobenzene (BNB). The sugar radicals could not be trapped directly, but they transferred a hydrogen atom to BNB and an electron to PMNB. Based on the e.s.r. spectra in the solid state and the results of the spin-trapping experiments, a mechanism for radical formation is proposed.",

author = "Tetsu Kudo and Helmut Heusinger",

note = "Funding Information: We thank Professor J. Sohma (University of Hokkaido) and Dr. H. J. Zott for valuable discussions, and Dr. M. Tabata (University of Hokkaido) for supplying the BNB. One of us (T.K.) thanks the Deutscher Akademischer Austauschdienst for a scholarship tenable at the Institut ftir Radiochemie, Technische Universit/it Mtinchen.",

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doi = "10.1016/S0008-6215(82)80003-7",

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T1 - Formation of mechano-radicals in d-glucose and lactose

AU - Kudo, Tetsu

AU - Heusinger, Helmut

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PY - 1982/5/1

Y1 - 1982/5/1

N2 - Radical formation in ball-milled mono- and di-saccharides was found to be especially effective for a-lactose monohydrate and α-d-glucose monohydrate. For these two sugars, spin-trapping experiments were performed by using pentamethyl nitrosobenzene (PMNB) and tri-tert-butylnitrosobenzene (BNB). The sugar radicals could not be trapped directly, but they transferred a hydrogen atom to BNB and an electron to PMNB. Based on the e.s.r. spectra in the solid state and the results of the spin-trapping experiments, a mechanism for radical formation is proposed.

AB - Radical formation in ball-milled mono- and di-saccharides was found to be especially effective for a-lactose monohydrate and α-d-glucose monohydrate. For these two sugars, spin-trapping experiments were performed by using pentamethyl nitrosobenzene (PMNB) and tri-tert-butylnitrosobenzene (BNB). The sugar radicals could not be trapped directly, but they transferred a hydrogen atom to BNB and an electron to PMNB. Based on the e.s.r. spectra in the solid state and the results of the spin-trapping experiments, a mechanism for radical formation is proposed.

UR - https://www.scopus.com/pages/publications/0003158545

U2 - 10.1016/S0008-6215(82)80003-7

DO - 10.1016/S0008-6215(82)80003-7

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AN - SCOPUS:0003158545

SN - 0008-6215

VL - 103

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JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 1

ER -

Formation of mechano-radicals in d-glucose and lactose

Abstract

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