PMID- 31594865
OWN - NLM
STAT- MEDLINE
DCOM- 20200615
LR  - 20210205
IS  - 1083-351X (Electronic)
IS  - 0021-9258 (Print)
IS  - 0021-9258 (Linking)
VI  - 294
IP  - 46
DP  - 2019 Nov 15
TI  - Glucoselysine is derived from fructose and accumulates in the eye lens of 
      diabetic rats.
PG  - 17326-17338
LID - 10.1074/jbc.RA119.010744 [doi]
AB  - Prolonged hyperglycemia generates advanced glycation end-products (AGEs), which 
      are believed to be involved in the pathogenesis of diabetic complications. In the 
      present study, we developed a polyclonal antibody against fructose-modified 
      proteins (Fru-P antibody) and identified its epitope as glucoselysine (GL) by NMR 
      and LC-electrospray ionization (ESI)- quadrupole TOF (QTOF) analyses and 
      evaluated its potential role in diabetes sequelae. Although the molecular weight 
      of GL was identical to that of fructoselysine (FL), GL was distinguishable from 
      FL because GL was resistant to acid hydrolysis, which converted all of the FLs to 
      furosine. We also detected GL in vitro when reduced BSA was incubated with 
      fructose for 1 day. However, when we incubated reduced BSA with glucose, 
      galactose, or mannose for 14 days, we did not detect GL, suggesting that GL is 
      dominantly generated from fructose. LC-ESI-MS/MS experiments with synthesized 
      [(13)C(6)]GL indicated that the GL levels in the rat eye lens time-dependently 
      increase after streptozotocin-induced diabetes. We observed a 31.3-fold increase 
      in GL 8 weeks after the induction compared with nondiabetic rats, and 
      Nϵ-(carboxymethyl)lysine and furosine increased by 1.7- and 21.5-fold, 
      respectively, under the same condition. In contrast, sorbitol in the lens 
      levelled off at 2 weeks after diabetes induction. We conclude that GL may be a 
      useful biological marker to monitor and elucidate the mechanism of protein 
      degeneration during progression of diabetes.
CI  - (c) 2019 Ohno et al.
FAU - Ohno, Rei-Ichi
AU  - Ohno RI
AD  - Laboratory of Food and Regulation Biology, Graduate School of Bioscience, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Ichimaru, Kenta
AU  - Ichimaru K
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Tanaka, Seitaro
AU  - Tanaka S
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Sugawa, Hikari
AU  - Sugawa H
AD  - Laboratory of Food and Regulation Biology, Graduate School of Bioscience, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Katsuta, Nana
AU  - Katsuta N
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Sakake, Shiori
AU  - Sakake S
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Tominaga, Yu-Ki
AU  - Tominaga YK
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
FAU - Ban, Ikuho
AU  - Ban I
AD  - Laboratory of Food and Regulation Biology, Department of Bioscience, School of 
      Agriculture, Tokai University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 
      862-0970, Japan.
FAU - Shirakawa, Jun-Ichi
AU  - Shirakawa JI
AD  - Laboratory of Food and Regulation Biology, Department of Bioscience, School of 
      Agriculture, Tokai University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 
      862-0970, Japan.
FAU - Yamaguchi, Yoshiki
AU  - Yamaguchi Y
AUID- ORCID: 0000-0003-0100-5439
AD  - Laboratory of Pharmaceutical Physical Chemistry, Tohoku Medical and 
      Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, Miyagi 981-8558, 
      Japan.
FAU - Ito, Emi
AU  - Ito E
AD  - Department of Diabetic Complications, Diabetes Research Center, Research 
      Institute National Center for Global Health and Medicine, 1-21-1 Toyama, 
      Shinjuku-ku, Tokyo 162-8655, Japan.
FAU - Taniguchi, Naoyuki
AU  - Taniguchi N
AD  - Department of Glyco-Oncology and Medical Biochemistry, Osaka International Cancer 
      Institute 3-1-69 Otemae, Chuoku, Osaka, 541-8567, Japan.
FAU - Nagai, Ryoji
AU  - Nagai R
AUID- ORCID: 0000-0003-0763-0067
AD  - Laboratory of Food and Regulation Biology, Graduate School of Bioscience, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan 
      nagai-883@umin.ac.jp.
AD  - Laboratory of Food and Regulation Biology, Graduate School of Agriculture, Tokai 
      University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 862-0970, Japan.
AD  - Laboratory of Food and Regulation Biology, Department of Bioscience, School of 
      Agriculture, Tokai University, 9-1-1 Toroku, Kumamoto, Higashi-ku, Kumamoto 
      862-0970, Japan.
LA  - eng
PT  - Journal Article
DEP - 20191008
PL  - United States
TA  - J Biol Chem
JT  - The Journal of biological chemistry
JID - 2985121R
RN  - 0 (Crystallins)
RN  - 0 (Glycation End Products, Advanced)
RN  - 30237-26-4 (Fructose)
RN  - IY9XDZ35W2 (Glucose)
RN  - K3Z4F929H6 (Lysine)
SB  - IM
MH  - Animals
MH  - Crystallins/*metabolism
MH  - Diabetes Mellitus, Experimental/metabolism
MH  - Diabetes Mellitus, Type 1/*metabolism
MH  - Fructose/*metabolism
MH  - Glucose/*analogs & derivatives/metabolism
MH  - Glycation End Products, Advanced/metabolism
MH  - Lens, Crystalline/*metabolism
MH  - Lysine/*analogs & derivatives/metabolism
MH  - Male
MH  - Rats
MH  - Rats, Wistar
PMC - PMC6873178
OTO - NOTNLM
OT  - AGEs
OT  - diabetes
OT  - glucoselysine
OT  - glycation
OT  - lens
OT  - mass spectrometry (MS)
OT  - nuclear magnetic resonance (NMR)
OT  - polyclonal antibody
OT  - polyol pathway
OT  - post-translational modification (PTM)
COIS- The authors declare that they have no conflicts of interest with the contents of 
      this article.
EDAT- 2019/10/09 06:00
MHDA- 2020/06/17 06:00
PMCR- 2020/11/15
CRDT- 2019/10/10 06:00
PHST- 2019/08/21 00:00 [received]
PHST- 2019/10/04 00:00 [revised]
PHST- 2019/10/09 06:00 [pubmed]
PHST- 2020/06/17 06:00 [medline]
PHST- 2019/10/10 06:00 [entrez]
PHST- 2020/11/15 00:00 [pmc-release]
AID - S0021-9258(20)30729-8 [pii]
AID - RA119.010744 [pii]
AID - 10.1074/jbc.RA119.010744 [doi]
PST - ppublish
SO  - J Biol Chem. 2019 Nov 15;294(46):17326-17338. doi: 10.1074/jbc.RA119.010744. Epub 
      2019 Oct 8.