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Cyclic guanidine containing amino acids that promote glucocerebrosidase

Cyclic guanidine containing amino acids that promote glucocerebrosidase
Cyclic guanidine containing amino acids that promote glucocerebrosidase

Novel cyclic guanidine containing amino acids (S)-1, 2 and 3 were prepared from L-serine 5. (S)-2-Imino-3-methylimidazolidine-4-carboxylic acid hydrochloride salt 2. HCl and (3S, 6S)-3,6-bis(hydroxymethyl)-1,4-dimethylpiperazine-2,5-dione 15 showed in vitro promotion of the enzyme glucocerebrosidase.

Cyclic guanidines, Glycosidase inhibitors, Glycosidase promoters, KBURPLQLJFTMFQ-FQDRLZKGSA-N, LRJQFCYXGYOOTO-UHFFFAOYSA-M, N-methylation, RZYQDFCBVBWREJ-DJHGXJLXSA-N, VUCYZAXAFHYSIY-KIFWWAFVSA-N
0040-4020
Al-Taie, Zahraa S.
07181947-5786-4d1e-ac8e-7a532d692934
Bartholomew, Barbara
734cee27-5898-47b6-a2c2-a134845ed350
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Evans, Daniel M.
097189a5-9c0b-4774-a48a-3a04e02c6f07
Hollinshead, Jackie
161303a4-2ce5-4e59-8ded-73086b54bb7f
Jones, Leigh F.
fdb8562f-36c2-4f8f-9221-947e1d05a45e
Kraehenbuehl, Rolf
66d9e8a7-ad86-4680-ae98-e6d7e4c479ed
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6
Nash, Robert J.
c942ab2c-772d-4d17-b12d-c87d7dd78769
Penkova, Yana B.
b4c2ee21-9300-4a85-8e68-4dc279921588
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Al-Taie, Zahraa S.
07181947-5786-4d1e-ac8e-7a532d692934
Bartholomew, Barbara
734cee27-5898-47b6-a2c2-a134845ed350
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Evans, Daniel M.
097189a5-9c0b-4774-a48a-3a04e02c6f07
Hollinshead, Jackie
161303a4-2ce5-4e59-8ded-73086b54bb7f
Jones, Leigh F.
fdb8562f-36c2-4f8f-9221-947e1d05a45e
Kraehenbuehl, Rolf
66d9e8a7-ad86-4680-ae98-e6d7e4c479ed
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6
Nash, Robert J.
c942ab2c-772d-4d17-b12d-c87d7dd78769
Penkova, Yana B.
b4c2ee21-9300-4a85-8e68-4dc279921588
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2

Al-Taie, Zahraa S., Bartholomew, Barbara, Coles, Simon J., Evans, Daniel M., Hollinshead, Jackie, Jones, Leigh F., Kraehenbuehl, Rolf, Murphy, Patrick J., Nash, Robert J., Penkova, Yana B. and Tizzard, Graham J. (2022) Cyclic guanidine containing amino acids that promote glucocerebrosidase. Tetrahedron, 123, [132959]. (doi:10.1016/j.tet.2022.132959).

Record type: Article

Abstract

Novel cyclic guanidine containing amino acids (S)-1, 2 and 3 were prepared from L-serine 5. (S)-2-Imino-3-methylimidazolidine-4-carboxylic acid hydrochloride salt 2. HCl and (3S, 6S)-3,6-bis(hydroxymethyl)-1,4-dimethylpiperazine-2,5-dione 15 showed in vitro promotion of the enzyme glucocerebrosidase.

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molecules-1675081 (002) - Accepted Manuscript
Restricted to Repository staff only until 4 October 2024.
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1-s2.0-S0040402022003970-main (1) - Version of Record
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More information

Accepted/In Press date: 28 July 2022
e-pub ahead of print date: 24 August 2022
Published date: 24 September 2022
Additional Information: Funding Information: The authors would like to thank the Iraqi government (ZSA-T) and acknowledge the support of the Centre for Environmental Biotechnology Project part-funded by the European Regional Development Fund (ERDF) through the Welsh Government. We would like to thank the BEACON II scheme (ERDF; PJM) and the EPSRC National Mass Spectrometry Facility at Swansea. Funding Information: The authors would like to thank the Iraqi government (ZSA-T) and acknowledge the support of the Centre for Environmental Biotechnology Project part-funded by the European Regional Development Fund (ERDF) through the Welsh Government . We would like to thank the BEACON II scheme (ERDF; PJM) and the EPSRC National Mass Spectrometry Facility at Swansea. Publisher Copyright: © 2022 Elsevier Ltd
Keywords: Cyclic guanidines, Glycosidase inhibitors, Glycosidase promoters, KBURPLQLJFTMFQ-FQDRLZKGSA-N, LRJQFCYXGYOOTO-UHFFFAOYSA-M, N-methylation, RZYQDFCBVBWREJ-DJHGXJLXSA-N, VUCYZAXAFHYSIY-KIFWWAFVSA-N

Identifiers

Local EPrints ID: 471848
URI: http://eprints.soton.ac.uk/id/eprint/471848
ISSN: 0040-4020
PURE UUID: cba87681-c7d4-4a2e-b4ec-cc0e745437ee
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272
ORCID for Graham J. Tizzard: ORCID iD orcid.org/0000-0002-1577-5779

Catalogue record

Date deposited: 21 Nov 2022 17:57
Last modified: 22 Nov 2022 02:35

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Contributors

Author: Zahraa S. Al-Taie
Author: Barbara Bartholomew
Author: Simon J. Coles ORCID iD
Author: Daniel M. Evans
Author: Jackie Hollinshead
Author: Leigh F. Jones
Author: Rolf Kraehenbuehl
Author: Patrick J. Murphy
Author: Robert J. Nash
Author: Yana B. Penkova

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