4.2.2.7: heparin lyase
This is an abbreviated version!
For detailed information about heparin lyase, go to the full flat file.
Word Map on EC 4.2.2.7
-
4.2.2.7
-
heparan
-
proteoglycans
-
glycosaminoglycans
-
chondroitinase
-
endothelial
-
chondroitin
-
oligosaccharide
-
disaccharide
-
anticoagulant
-
coagulation
-
flavobacterium
-
heparin-like
-
heparin-binding
-
antithrombin
-
dermatan
-
heparinum
-
protamine
-
clot
-
depolymerization
-
hyaluronic
-
hspgs
-
hyaluronidase
-
chlorate
-
lyases
-
n-sulfated
-
thromboplastin
-
glycocalyx
-
heparanase
-
iduronic
-
tetrasaccharide
-
thromboelastography
-
teg
-
atiii
-
anti-xa
-
6-o-sulfate
-
heparin-derived
-
o-sulfation
-
decasaccharide
-
analysis
-
thromboelastometry
-
lmwhs
-
heptose
-
enoxaparin
-
syndecan-4
-
tinzaparin
-
medicine
-
trisulfated
-
synthesis
-
heparinoids
-
kaolin
-
octasaccharide
-
polybrene
-
beta-vldl
- 4.2.2.7
- heparan
- proteoglycans
- glycosaminoglycans
- chondroitinase
- endothelial
- chondroitin
- oligosaccharide
- disaccharide
-
anticoagulant
-
coagulation
- flavobacterium
-
heparin-like
-
heparin-binding
- antithrombin
- dermatan
- heparinum
- protamine
- clot
-
depolymerization
-
hyaluronic
-
hspgs
- hyaluronidase
- chlorate
- lyases
-
n-sulfated
- thromboplastin
-
glycocalyx
- heparanase
-
iduronic
- tetrasaccharide
-
thromboelastography
- teg
-
atiii
-
anti-xa
-
6-o-sulfate
-
heparin-derived
-
o-sulfation
- decasaccharide
- analysis
-
thromboelastometry
- lmwhs
-
heptose
- enoxaparin
- syndecan-4
- tinzaparin
- medicine
-
trisulfated
- synthesis
-
heparinoids
- kaolin
- octasaccharide
- polybrene
-
beta-vldl
Reaction
Eliminative cleavage of polysaccharides containing (1->4)-linked D-glucuronate or L-iduronate residues and (1->4)-alpha-linked 2-sulfoamino-2-deoxy-6-sulfo-D-glucose residues to give oligosaccharides with terminal 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends =
Synonyms
Hep III, HepA, heparin degrading enzyme, Heparin eliminase, heparin lyase, heparin lyase 1, heparin lyase I, heparin lyase II, Heparinase, heparinase I, heparinase II, heparitinase II, heparitinase III, HepI, HepII, HepP, HMPREF1016_02668, Lyase, heparin, PA14_23430, Pedsa_1818, PL12a
ECTree
4.2.2.7 heparin lyaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 4.2.2.7 - heparin lyase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
acharan sulfate
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-D-glucosamine
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
heparin
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-6-O-sulfo-D-glucosamine + ?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin pentasaccharide + unsaturated heparin hexasaccharide
heparin pentasaccharide
heparin oligosaccharides
-
oligosaccharide products give bands between those for the heparin disaccharide and tetrasaccharide standards
-
-
?
N-acetyl-de-O-sulfated heparin
?
-
250% activity compared to heparin
-
?
partially de-N-sulfated forms of heparin
(DELTA4,5-unsaturated hexuronic acid)-(N-unsubstituted glucosamine(6S)) + (DELTA4,5-unsaturated hexuronic acid(2S))-(N-unsubstituted glucosamine) + (DELTA4,5-unsaturated hexuronic acid(2S))-(N-unsubstituted glucosamine(6S))
-
heparinase II
-
-
?
2-O-desulfated heparin
?
-
activity is 26% of the activity with heparin
-
-
?
2-O-desulfated heparin
?
-
activity is 26% of the activity with heparin
-
-
?
acharan sulfate
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-D-glucosamine
uniformly repeating disaccharide structure of alpha-D-N-acetylglucosaminyl-2-O-sulfo-alpha-L-iduronic acid
-
-
?
acharan sulfate
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-D-glucosamine
uniformly repeating disaccharide structure of alpha-D-N-acetylglucosaminyl-2-O-sulfo-alpha-L-iduronic acid
-
-
?
fondaparinux
?
pentasaccharide, cleavage occurs by an eliminative mechanism and leads to the formation of a trisaccharide unit and a double-bond-containing disaccharide unit
-
-
?
fondaparinux
?
pentasaccharide, cleavage occurs by an eliminative mechanism and leads to the formation of a trisaccharide unit and a double-bond-containing disaccharide unit
-
-
?
fondaparinux
?
-
pentasaccharide, cleavage occurs by an eliminative mechanism and leads to the formation of a trisaccharide unit and a double-bond-containing disaccharide unit
-
-
?
heparan sulfate
?
-
5 products found, major product not identified
-
?
heparan sulfate
?
-
enzyme prefers heparin to heparan sulfate. Activity with heparan sulfate from porcine mucosa is 17% of the activity with heparin. Activity with heparan sulfate from bovine kidney is 15% of the activity with heparin
-
-
?
heparan sulfate
?
-
enzyme prefers heparin to heparan sulfate. Activity with heparan sulfate from porcine mucosa is 17% of the activity with heparin. Activity with heparan sulfate from bovine kidney is 15% of the activity with heparin
-
-
?
heparan sulfate
?
-
5 products found, major product not identified
-
?
heparan sulfate
?
-
the enzymatic disruption of heparan sulfate chains on cell surface proteoglycans alters bone morphogenetic protein (BMP) activity and Wnt activity so as to enhance the lineage commitment and osteogenic differentiation of human mesenchymal stem cells
-
-
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
-
-
-
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
-
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
Niallia circulans HpT298
-
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
Niallia circulans HpT298
-
-
-
?
heparan sulfate
heparan sulfate disaccharides with 4-deoxy-alpha-D-gluc-4-enuronosyl groups at their non-reducing ends
Niallia circulans HpT298
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparin
?
-
enzyme prefers heparin to heparan sulfate. The enzyme acts preferentially on the trisulfated sequence ->4-alpha-D-GlcNS6S(1->4)-alpha-L-IdoA2S1-> comprising heparin affording the unsaturated trisulfated disaccharid (DELTAUA2S-GlcNS6S)
-
-
?
heparin
?
-
enzyme prefers heparin to heparan sulfate. The enzyme acts preferentially on the trisulfated sequence ->4-alpha-D-GlcNS6S(1->4)-alpha-L-IdoA2S1-> comprising heparin affording the unsaturated trisulfated disaccharid (DELTAUA2S-GlcNS6S)
-
-
?
heparin
?
-
removal of heparin, the anticoagulant required in extracorporal devices for patients undergoing open-heart surgery or kidney dialysis
-
-
?
heparin
?
-
presence of Ca+ is required. Heparin-Na+ is not a substrate for heparinase I in the absence of Ca2+ ions. The binding of Ca2+ to the heparin substrate prior to enzymatic action determines the products of digestion, independently of the presence of Ca2+ in the digestion buffer
-
-
?
heparin
?
-
presence of Ca+ is required. Heparin-Na+ is not a substrate for heparinase I in the absence of Ca2+ ions. The binding of Ca2+ to the heparin substrate prior to enzymatic action determines the products of digestion, independently of the presence of Ca2+ in the digestion buffer
-
-
?
heparin
heparin disaccharide + ?
-
substrate is heparin from porcine intestinal mucosa. Cysteine, histidine may be present at the active site
-
-
?
heparin
heparin disaccharide + ?
-
substrate is heparin from porcine intestinal mucosa. Cysteine, histidine may be present at the active site
-
-
?
heparin
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-6-O-sulfo-D-glucosamine + ?
-
2 minor products found
-
?
heparin
n 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosyl-(1->4)-N-acetyl-6-O-sulfo-D-glucosamine + ?
-
2 minor products found
-
?
heparin
unsaturated heparin disaccharide + ?
-
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparin
unsaturated heparin disaccharide + ?
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparin
unsaturated heparin disaccharide + ?
Niallia circulans HpT298
-
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparin
unsaturated heparin disaccharide + ?
Niallia circulans HpT298
-
several disaccharides formed by 4-deoxy-alpha-L-threo-hex-4-enepyranosyluronic acid and glucosamine, both free and sulfated
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
trisulfated disaccharide, small amounts of tetrasaccharides and hexasaccharides
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin hexasaccharide
-
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin pentasaccharide + unsaturated heparin hexasaccharide
-
-
-
?
heparin
unsaturated heparin disaccharide + unsaturated heparin tetrasaccharide + unsaturated heparin pentasaccharide + unsaturated heparin hexasaccharide
-
-
-
?
heparin, 20-mer
unsaturated heparin disaccharides
-
-
-
-
?
heparin, 6-mer
unsaturated heparin disaccharides
-
-
-
-
?
heparin, 8-mer
unsaturated heparin disaccharides
-
-
-
-
?
additional information
?
-
-
affinity of the enzyme for different glycosaminoglycans varies, with high substrate specificity toward heparin and heparin-derived polysaccharide. Depolymerization of heparin results in heparin disaccharides as main products
-
-
?
additional information
?
-
-
cysteine, histidine may be present at the active site
-
-
?
additional information
?
-
-
affinity of the enzyme for different glycosaminoglycans varies, with high substrate specificity toward heparin and heparin-derived polysaccharide. Depolymerization of heparin results in heparin disaccharides as main products
-
-
?
additional information
?
-
-
cysteine, histidine may be present at the active site
-
-
?
additional information
?
-
enzyme is not able to cleave a variant of fondaparinux which lacks the glucosaminsulfate at the reducing end. Cleavage occurs with low activity in fondaparinux variants having an addtional glucuronic acid or iduronic acid at the reducing end
-
-
?
additional information
?
-
-
enzyme is not able to cleave a variant of fondaparinux which lacks the glucosaminsulfate at the reducing end. Cleavage occurs with low activity in fondaparinux variants having an addtional glucuronic acid or iduronic acid at the reducing end
-
-
?
additional information
?
-
enzyme is not able to cleave a variant of fondaparinux which lacks the glucosaminsulfate at the reducing end. Cleavage occurs with low activity in fondaparinux variants having an addtional glucuronic acid or iduronic acid at the reducing end
-
-
?
additional information
?
-
-
chondroitin sulfate A,B or C, and hyaluronic acid can not act as substrates
-
?
additional information
?
-
-
no activity with acharan sulfate, chondroitin sulfate and N-desulfated heparin
-
-
?
additional information
?
-
-
no activity with acharan sulfate, chondroitin sulfate and N-desulfated heparin
-
-
?
additional information
?
-
-
chondroitin sulfate A,B or C, and hyaluronic acid can not act as substrates
-
?
additional information
?
-
-
no catalytic activity on dermatan sulfate and keratan sulfate as substrates
-
?
additional information
?
-
no catalytic activity on dermatan sulfate and keratan sulfate as substrates
-
?
additional information
?
-
-
no catalytic activity on dermatan sulfate and keratan sulfate as substrates
-
?
additional information
?
-
Niallia circulans HpT298
-
no catalytic activity on dermatan sulfate and keratan sulfate as substrates
-
?
additional information
?
-
Niallia circulans HpT298
no catalytic activity on dermatan sulfate and keratan sulfate as substrates
-
?
additional information
?
-
-
heparinase I does not cleave at GlcNH3+ residues in partially de-N-sulfated forms of heparin
-
-
?
additional information
?
-
-
heparinase 1 shows selectivity for 3,6-di-O-sulfo-2-deoxy-2-sulfamido-alpha-D-glucopyranose (1,4) 2-O-sulfo-alpha-L-idopyranosyluronic acid, GlcNS3S6S-IdoA2S, linkages, overview
-
-
?
additional information
?
-
-
porcine intestinal mucosa heparin is partially depolymerized by recombinant heparinase 1 and then fractionated, leading to the isolation of 22 homogeneous oligosaccharides with sizes ranging from disaccharide to hexadecasaccharide. Product analysis by electrospray ionization-mass spectrometry and structure determination using one- and two-dimensional nuclear magnetic resonance spectroscopy at 600 MHz, detailed overview
-
-
?
additional information
?
-
-
substrates are HepI heparin-derived defined tetrasaccharides, overview
-
-
?
additional information
?
-
-
heparinase I specificity and efficiency depend on the cationic form of the substrate. Ca2+-heparin, in which a-L-iduronate-2-O-sulfate residues adopt 1C4 conformation preferentially, is a substrate, while Na+-heparin is an inhibitor. A model based on molecular dynamics and docking proposes that deprotonated residue His203 initiates beta-elimination by abstracting the C5 proton of the alpha-L-iduonate-2-O-sulfate residue in the substrate, and protonated Tyr357 provides the donor to the hexosamine leaving group
-
-
?
additional information
?
-
-
isoforms heparinase I and heparinase II can depolymerize heparin more efficiently than isoform heparinase III, respectively, but heparinase III is the best able to protect the anticoagulant activities of low molecular weight heparins. Heparinase III and heparinase I/II combinations are able to efficiently depolymerize heparin to low molecular weight heparins with higher anticoagulant activity than the low molecular weight heparins produced by the respective heparinase I and heparinase II. HepIII and HepI is the best combination for maintaining high anti-IIa activity at the same molecular weight value
-
-
?
additional information
?
-
-
enzyme is able to cleave variants of fondaparinux which lack the glucosaminsulfate at the reducing end or have an addtional glucuronic acid or iduronic acid at the reducing end
-
-
?
additional information
?
-
-
heparinase I specificity and efficiency depend on the cationic form of the substrate. Ca2+-heparin, in which a-L-iduronate-2-O-sulfate residues adopt 1C4 conformation preferentially, is a substrate, while Na+-heparin is an inhibitor. A model based on molecular dynamics and docking proposes that deprotonated residue His203 initiates beta-elimination by abstracting the C5 proton of the alpha-L-iduonate-2-O-sulfate residue in the substrate, and protonated Tyr357 provides the donor to the hexosamine leaving group
-
-
?
additional information
?
-
-
chondroitin sulfate A,B or C, and hyaluronic acid can not act as substrates
-
?
additional information
additional information
-
-
requirement O-sulfate and sulfamido groups
-
-
?
additional information
additional information
-
-
not: N-acetyl heparin
-
-
?
additional information
additional information
-
-
substrate specificity
-
?
additional information
additional information
-
-
a synthetic pentasaccharide containing an antithrombin III binding site serves as substrate
a trisaccharide and a disaccharide with no antithrombin III binding activity
?
