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Difference between revisions of "Syn/anti lateral protonation"
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Revision as of 08:01, 7 January 2010
This page is currently under construction. This means that the Responsible Curator has deemed that the page's content is not quite up to CAZypedia's standards for full public consumption. All information should be considered to be under revision and may be subject to major changes.
- Author: ^^^Wim Nerinckx^^^
- Responsible Curator: ^^^Spencer Williams^^^
Overview
This page will provide a table (and eventually a full lexicon article) on the spatial positioning of the catalytic general acid residue in the active sites of glycoside hydrolases. The table below updates those found in the seminal paper on this concept by Heightman and Vasella [1], and the more recent summary by Nerinckx et al. [2].
Table
This table can be re-sorted by clicking on the icons in the header (javascript must be turned on in your browser). To reset the page to be sorted by GH family, click the page tab above the page title.
Family | Clan | Structure fold | Anomeric specificity | Mechanism | Syn/anti protonator | Example PDB ID | Enzyme | Organism | Ligand | General acid | Nucleophile or General base | Reference |
---|---|---|---|---|---|---|---|---|---|---|---|---|
GH1 | A | (β/α)8 | beta | retaining | anti | 2cer | β-glycosidase S | Sulfolobus solfataricus P2 | phenethyl glucoimidazol | Glu206 | Glu387 | [3] |
GH2 | A | (β/α)8 | beta | retaining | anti | 2vzu | exo-β-glucosaminidase | Amicolatopsis orientalis | PNP-β-d-glucosamine | Glu469 | Glu541 | [4] |
GH3 | none | (β/α)8 | beta | retaining | anti | 1iex | exo-1,3-1,4-glucanase | Hordeum vulgare | thiocellobiose | Glu491 | Asp285 | [5] |
GH5 | A | (β/α)8 | beta | retaining | anti | 1h2j | endo-β-1,4-glucanase | Bacillus agaradhaerens | 2,4-DNP-2-F-cellobioside | Glu129 | Glu228 | [6] |
GH6 | none | (β/α)8 | beta | inverting | syn | 1ocn | cellobiohydrolase | Humicola insolens | Glc-isofagomine | Asp226 | debated | [7] |
GH7 | B | β-jelly roll | beta | retaining | syn | 1ovw | endo-1,4-glucanase | Fusarium oxysporum | thio-Glc5 | Glu202 | Glu197 | [8] |
GH8 | M | (α/α)6 | beta | inverting | anti | 1kwf | endo-1,4-glucanase | Clostridium thermocellum | cellopentaose | Glu95 | Asp278 | [9] |
GH9 | none | (α/α)6 | beta | inverting | syn | 3tf4, 4tf4 | cellulase | Thermomonospora fusca | product | Glu424 | Asp55, Asp58 | [10] |
GH10 | A | (β/α)8 | beta | retaining | anti | 2xyl | xylanase B (Cex) | Cellulomonas fimi | Xyl-2-F-xylosyl | Glu127 | Glu233 | [11] |
GH11 | C | β-jelly roll | beta | retaining | syn | 1bvv | xylanase | Bacillus circulans | Xyl-2-F-xylosyl | Glu172 | Glu78 | [12] |
GH12 | C | β-jelly roll | beta | retaining | syn | 2nlr | endo-1,4-glucanase | Streptomyces lividans | Glc2-2-F-glucosyl | Glu203 | Glu120 | [13] |
GH13 | H | (β/α)8 | alpha | retaining | anti | 1cxk | β-cyclodextrin glucanotransferase | Bacillus circulans | maltononaose | Glu257 | Asp229 | [14] |
GH14 | none | (β/α)8 | alpha | inverting | syn | 1b9z | β-amylase | Bacillus cereus | product | Glu172 | Glu367 | [15] |
GH15 | L | (α/α)6 | alpha | inverting | syn | 1gah | glucoamylase | Aspergillus awamori | acarbose | Glu179 | Glu400 | [16] |
GH16 | B | β-jelly roll | beta | retaining | syn | 1urx | β-agarase A | Zobellia galactanivorans | product | Glu152 | Glu147 | [17] |
GH17 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH18 | K | (β/α)8 | beta | retaining | anti | 1ffr | chitinase A | Serratia marcescens | (NAG)6 | Glu315 | internal | [18] |
GH20 | K | (β/α)8 | beta | retaining | anti | 1c7s | chitobiase | Serratia marcescens | chitobiose | Glu540 | internal | [19] |
GH22 | none | lysozyme type | beta | retaining | syn | 1h6m | lysozyme C | Gallus gallus | Chit-2-F-chitosyl | Glu35 | Asp52 | [20] |
GH23 | none | lysozyme type | beta | inverting | syn | 1lsp | lysozyme G | Cygnus atratus | Bulgecin A | Glu73 | internal | [21] |
GH24 | I | α + β | beta | inverting | syn | 148l | lysozyme E | Bacteriophage T4 | chitobiosyl | Glu11 | Glu26 | [22] |
GH26 | A | (β/α)8 | beta | retaining | anti | 1gw1 | mannanase A | Cellvibrio japonicus | (Man2)-2-F-mannosyl | Glu212 | Glu320 | [23] |
GH27 | D | (β/α)8 | alpha | retaining | anti | 1ktc | α-N-acetyl galactosaminidase | Gallus gallus | NAGal | Asp201 | Asp410 | [24] |
GH29 | none | (β/α)8 | alpha | retaining | syn | 1hl9 | α-l-fucosidase | Thermotoga maritima | 2-F-fuco- pyranosyl | Glu266 | Asp224 | [25] |
GH30 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH31 | D | (β/α)8 | alpha | retaining | anti | 1xsk | α-xylosidase | Escherechia coli | 5-F-xylosyl | Asp482 | Asp416 | [26] |
GH32 | J | 5-fold β-propeller | alpha | retaining | anti | 2add | fructan β-(2,1)-fructosidase | Cichorium intybus | sucrose | Glu201 | Asp22 | [27] |
GH33 | E | 6-fold β-propeller | alpha | retaining | anti | 1s0k | trans-sialidase | Trypanosoma cruzi | 2-F,3-F-sialosyl | Asp59 | Tyr342 | [28] |
GH34 | E | 6-fold β-propeller | alpha | retaining | anti | 2bat | neuraminidase | Influenza A virus | sialic acid | Asp151 | Tyr406 | [29] |
GH35 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH37 | G | (α/α)6 | alpha | inverting | anti | 2jf4 | trehalase | Escherechia coli | validoxylamine | Asp312 | Glu496 | [30] |
GH38 | none | (β/α)7 | alpha | retaining | anti | 1qwn | α-mannosidase II | Drosophila melanogaster | 5-F-β-l-gulosyl | Asp341 | Asp204 | [31] |
GH39 | A | (β/α)8 | beta | retaining | anti | 1uhv | β-xylosidase | Thermoanaerobacterium saccharolyticum | 2-F-xylosyl | Glu160 | Glu277 | [32] |
GH42 | A | (β/α)8 | beta | retaining | anti | 1kwk | β-galactosidase | Thermus thermophylus A4 | d-galactose | Glu141 | Glu312 | [33] |
GH44 | none | (β/α)8 | beta | retaining | anti | 2eqd | endoglucanase | Clostridium thermocellum | cellooctaose | Glu186 | Glu359 | [34] |
GH45 | none | 6-strand. β-barrel | beta | inverting | syn | 4eng | endo-1,4-glucanase | Humicola insolens | product | Asp121 | Asp10 | [35] |
GH46 | I | α + β | beta | inverting | predicted syn by clan | see at GH24 | ||||||
GH47 | none | (α/α)7 | alpha | inverting | anti | 1x9d | α-mannosidase I | Homo sapiens | Michaelis | Asp463 | Glu599 | [36], [37] |
GH48 | M | (α/α)6 | beta | inverting | predicted anti by clan | see at GH8 | ||||||
GH50 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH51 | A | (β/α)8 | alpha | retaining | anti | 1pz2 | α-l-arabino- furanosidase | Geobacillus stearothermophilus | l-arabino- furanosyl | Glu175 | Glu294 | [38] |
GH53 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH54 | none | β-sandwich | alpha | retaining | anti | 1wd4 | α-l-arabino- furanosidase B | Aspergillus kawachii | l-arabino- furanose | Asp297 | Glu221 | [39] |
GH56 | none | (β/α)7 | beta | retaining | anti | 1fcv | hyaluronidase | Apis mellifera | (hyaluron.)4 | Glu113 | internal | [40] |
GH57 | none | (β/α)7 | alpha | retaining | anti | 1kly | glucanotransferase | Thermococcus litoralis | acarbose | Asp214 | Glu123 | [41] |
GH59 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH63 | G | (α/α)6 | alpha | inverting | predicted anti by clan | see at GH37 | ||||||
GH65 | L | (α/α)6 | alpha | inverting | predicted syn by clan | see at GH15 | ||||||
GH67 | none | (β/α)8 | alpha | inverting | syn | 1gql | α-glucuronidase | Cellvibrio japonicus Ueda107 | d-glucuronic acid | Glu292 | unknown | [42] |
GH68 | J | 5-fold β-propeller | beta | retaining | anti | 1pt2 | levansucrase | Bacillus subtilis | sucrose | Glu342 | Asp86 | [43] |
GH70 | H | (β/α)8 | alpha | retaining | predicted anti by clan | see e.g. at GH13 | ||||||
GH72 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH74 | none | 7-fold β-propeller | beta | inverting | syn | 2ebs | cellobiohydrolase (OXG-RCBH) | Geotrichum sp. m128 | xyloglucan heptasaccharide | Asp465 | Asp35 | [44] |
GH77 | H | (β/α)8 | alpha | retaining | anti | 1esw | amylomaltase | Thermus aquaticus | acarbose | Asp395 | Asp293 | [45] |
GH79 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH80 | I | α + β | beta | inverting | predicted syn by clan | see at GH24 | ||||||
GH83 | E | 6-fold β-propeller | alpha | retaining | predicted anti by clan | see e.g. at GH33 | ||||||
GH85 | K | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH18 | ||||||
GH86 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 | ||||||
GH89 | none | (β/α)8 | alpha | retaining | anti | 2vcb | α-N-acetyl- glucosaminidase | Clostridium perfringens | PUGNAc | Glu483 | Glu601 | [46] |
GH92 | none | (α/α)6 + β-sandw. | alpha | inverting | anti | 2ww1 | α-1,2-mannosidase | Bacteroides thetaiota- omicron VPI-5482 | thiomannobioside | Glu533 | Asp644 Asp642 | [47] |
GH93 | E | 6-fold β-propeller | alpha | retaining | predicted anti by clan | see e.g. at GH33 | ||||||
GH94 | none | (α/α)6 | beta | inverting | syn | 1v7x | chitobiose phosphorylase | Vibrio proteolyticus | GlcNAc | Asp492 | phosphate | [48] |
GH95 | none | (α/α)6 | alpha | inverting | anti | 2ead | α-1,2-l-fucosidase | Bifidobacterium bifidum | substrate | Glu566 | Asn423 Asp766 | [49] |
GH102 | none | double-ψ β-barrel | beta | retaining | syn | 2pi8 | lytic transglycosylase A | Escherechia coli | chitohexaose | Asp308 | none | [50] |
GH113 | A | (β/α)8 | beta | retaining | predicted anti by clan | see e.g. at GH1 |
References
-
Heightman, T.D. and Vasella, A.T. (1999) Recent Insights into Inhibition, Structure, and Mechanism of Configuration-Retaining Glycosidases. Angewandte Chemie-International Edition 38(6), 750-770. Article online.
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