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82993-43-9,MFCD00797615
Catalog No.:AA00G57A

82993-43-9 | LewisYtetrasaccharide

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1mg
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10mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00G57A
Chemical Name:
LewisYtetrasaccharide
CAS Number:
82993-43-9
Molecular Formula:
C26H45NO19
Molecular Weight:
675.6308
MDL Number:
MFCD00797615
SMILES:
OCC1OC(O)C(C(C1OC1OC(CO)C(C(C1OC1OC(C)C(C(C1O)O)O)O)O)OC1OC(C)C(C(C1O)O)O)NC(=O)C
Properties
Computed Properties
 
Complexity:
997  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
19  
Heavy Atom Count:
46  
Hydrogen Bond Acceptor Count:
19  
Hydrogen Bond Donor Count:
12  
Rotatable Bond Count:
9  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-6.9  

Literature

Title: Differential glycosylation of MUC1 and CEACAM5 between normal mucosa and tumour tissue of colon cancer patients.

Journal: International journal of cancer 20120701

Title: Expression of the tumor markers sialyl Lewis A, sialyl Lewis X, Lewis Y, Thomsen-Friedenreich antigen, galectin-1 and galectin-3 in human osteoblasts in vitro.

Journal: Anticancer research 20120501

Title: Expression of the carbohydrate tumour marker Sialyl Lewis A, Sialyl Lewis X, Lewis Y and Thomsen-Friedenreich antigen in normal squamous epithelium of the uterine cervix, cervical dysplasia and cervical cancer.

Journal: Histology and histopathology 20120401

Title: Structure of the lectin regulatory domain of the cholesterol-dependent cytolysin lectinolysin reveals the basis for its lewis antigen specificity.

Journal: Structure (London, England : 1993) 20120208

Title: Lewis y regulate cell cycle related factors in ovarian carcinoma cell RMG-I in vitro via ERK and Akt signaling pathways.

Journal: International journal of molecular sciences 20120101

Title: Interaction of Helicobacter pylori with C-type lectin dendritic cell-specific ICAM grabbing nonintegrin.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Studies on the synthesis of Lewis-y oligosaccharides.

Journal: Carbohydrate research 20111018

Title: Lectin activity of the nucleocytoplasmic EUL protein from Arabidopsis thaliana.

Journal: Biochemical and biophysical research communications 20111014

Title: Difucosylated oligosaccharide Lewis Y is contained within integrin αvβ3 on RL95-2 cells and required for endometrial receptivity.

Journal: Fertility and sterility 20110315

Title: Enhancive effects of Lewis y antigen on CD44-mediated adhesion and spreading of human ovarian cancer cell line RMG-I.

Journal: Journal of experimental & clinical cancer research : CR 20110101

Title: Study on the expression and clinical significances of lewis y antigen and integrin αv, β3 in epithelial ovarian tumors.

Journal: International journal of molecular sciences 20110101

Title: The stimulation of IGF-1R expression by Lewis(y) antigen provides a powerful development mechanism of epithelial ovarian carcinoma.

Journal: International journal of molecular sciences 20110101

Title: Increase in docetaxel-resistance of ovarian carcinoma-derived RMG-1 cells with enhanced expression of Lewis Y antigen.

Journal: International journal of molecular sciences 20110101

Title: Expression and correlation of Lewis y antigen and integrins α5 and β1 in ovarian serous and mucinous carcinoma.

Journal: International journal of gynecological cancer : official journal of the International Gynecological Cancer Society 20101201

Title: Removal of the outer Kdo from Helicobacter pylori lipopolysaccharide and its impact on the bacterial surface.

Journal: Molecular microbiology 20101101

Title: Effects of Lewis Y antigen on the gene expression of multiple drug resistance-associated proteins in human ovarian cancer RMG-I-H cells.

Journal: Medical oncology (Northwood, London, England) 20100901

Title: Enhancement of the adhesive and spreading potentials of ovarian carcinoma RMG-1 cells due to increased expression of integrin alpha5beta1 with the Lewis Y-structure on transfection of the alpha1,2-fucosyltransferase gene.

Journal: Biochimie 20100701

Title: Gene-modified T cells as immunotherapy for multiple myeloma and acute myeloid leukemia expressing the Lewis Y antigen.

Journal: Gene therapy 20100501

Title: Lewis(y) antigen stimulates the growth of ovarian cancer cells via regulation of the epidermal growth factor receptor pathway.

Journal: Oncology reports 20100301

Title: Lewis (y) antigen overexpression increases the expression of MMP-2 and MMP-9 and invasion of human ovarian cancer cells.

Journal: International journal of molecular sciences 20100101

Title: Lewis Y promotes growth and adhesion of ovarian carcinoma-derived RMG-I cells by upregulating growth factors.

Journal: International journal of molecular sciences 20100101

Title: Host-dependent Lewis (Le) antigen expression in Helicobacter pylori cells recovered from Leb-transgenic mice.

Journal: The Journal of experimental medicine 20091221

Title: Phase I biodistribution and pharmacokinetic study of Lewis Y-targeting immunoconjugate CMD-193 in patients with advanced epithelial cancers.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20091101

Title: Differential recognition and hydrolysis of host carbohydrate antigens by Streptococcus pneumoniae family 98 glycoside hydrolases.

Journal: The Journal of biological chemistry 20090918

Title: Complex N-glycans or core 1-derived O-glycans are not required for the expression of stage-specific antigens SSEA-1, SSEA-3, SSEA-4, or Le(Y) in the preimplantation mouse embryo.

Journal: Glycoconjugate journal 20090401

Title: Glycomics and proteomics analyses of mouse uterine luminal fluid revealed a predominance of Lewis Y and X epitopes on specific protein carriers.

Journal: Molecular & cellular proteomics : MCP 20090201

Title: Breast cancer humoral immune response: involvement of Lewis y through the detection of circulating immune complexes and association with Mucin 1 (MUC1).

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Is there a link between the lipopolysaccharide of Helicobacter pylori gastric MALT lymphoma associated strains and lymphoma pathogenesis?

Journal: PloS one 20090101

Title: A possible role for metallic ions in the carbohydrate cluster recognition displayed by a Lewis Y specific antibody.

Journal: PloS one 20090101

Title: Helicobacter pylori lipopolysaccharide modification, Lewis antigen expression, and gastric colonization are cholesterol-dependent.

Journal: BMC microbiology 20090101

Title: Lewis y antigen promotes the proliferation of ovarian carcinoma-derived RMG-I cells through the PI3K/Akt signaling pathway.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Relevance of fucosylation and Lewis antigen expression in the bacterial gastroduodenal pathogen Helicobacter pylori.

Journal: Carbohydrate research 20080811

Title: Disulfide bond bridged divalent antibody-toxin, (Fab-PE38fl)2, with the toxin PE38 fused to the light chain.

Journal: Journal of microbiology and biotechnology 20080801

Title: Characterization of a streptococcal cholesterol-dependent cytolysin with a lewis y and b specific lectin domain.

Journal: Biochemistry 20080708

Title: Studies of Lewis antigens and H. pylori adhesion in CHO cell lines engineered to express Lewis b determinants.

Journal: Glycobiology 20080701

Title: [Transfection of alpha1, 2-fucosyltransferase gene increases the antigenic expression of Lewis y in ovarian cancer cell line RMG-I].

Journal: Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae 20080601

Title: Analysis of Helicobacter pylori isolates from Chile: occurrence of selective type 1 Lewis b antigen expression in lipopolysaccharide.

Journal: Journal of medical microbiology 20080501

Title: DC-SIGN mediates adhesion and rolling of dendritic cells on primary human umbilical vein endothelial cells through LewisY antigen expressed on ICAM-2.

Journal: Molecular immunology 20080401

Title: Involvement of alpha 1-2-fucosyltransferase I (FUT1) and surface-expressed Lewis(y) (CD174) in first endothelial cell-cell contacts during angiogenesis.

Journal: Journal of cellular physiology 20080401

Title: Suppression of FUT1/FUT4 expression by siRNA inhibits tumor growth.

Journal: Biochimica et biophysica acta 20080201

Title: Expression of bisecting type and Lewisx/Lewisy terminated N-glycans on human sperm.

Journal: The Journal of biological chemistry 20071214

Title: Targeting Lewis Y (Le(y)) in small cell lung cancer with a humanized monoclonal antibody, hu3S193: a pilot trial testing two dose levels.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20071001

Title: Radioimmunotherapy with alpha-particle emitting 213Bi-C-functionalized trans-cyclohexyl-diethylenetriaminepentaacetic acid-humanized 3S193 is enhanced by combination with paclitaxel chemotherapy.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070915

Title: Expression of the blood-group-related antigens Sialyl Lewis a, Sialyl Lewis x and Lewis y in term placentas of normal, preeclampsia, IUGR- and HELLP-complicated pregnancies.

Journal: Histochemistry and cell biology 20070701

Title: Analysis of lysine clipping of a humanized Lewis-Y specific IgG antibody and its relation to Fc-mediated effector function.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601

Title: A phase I biodistribution and pharmacokinetic trial of humanized monoclonal antibody Hu3s193 in patients with advanced epithelial cancers that express the Lewis-Y antigen.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070601

Title: Virus-induced transcriptional activation of host FUT genes associated with neo-expression of Ley in cytomegalovirus-infected and sialyl-Lex in varicella-zoster virus-infected diploid human cells.

Journal: Glycobiology 20070401

Title: A monoclonal antibody to Lewis Y/Lewis b revealing mimicry of the histone H1 to carbohydrate structures.

Journal: Scandinavian journal of immunology 20070401

Title: Adhesion of Candida albicans to HeLa cells: studies using polystyrene beads.

Journal: Biological & pharmaceutical bulletin 20070301

Title: Preparation of multifunctional glyconanoparticles as a platform for potential carbohydrate-based anticancer vaccines.

Journal: Carbohydrate research 20070226

Title: Overexpression of fucosyltransferase IV in A431 cell line increases cell proliferation.

Journal: The international journal of biochemistry & cell biology 20070101

Title: Expression of the carbohydrate tumour marker SLeX, SLeA (CA19-9), LeY and Thomsen-Friedenreich (TF) antigen on normal squamous epithelial tissue of the penis and vagina.

Journal: Anticancer research 20070101

Title: Lewis(y) antigen (CD174) and apoptosis in gastric and colorectal carcinomas: correlations with clinical and prognostic parameters.

Journal: Histology and histopathology 20060501

Title: [Genetic diagnosis of H. pylori infection].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20051201

Title: Enhanced efficacy of radioimmunotherapy with 90Y-CHX-A''-DTPA-hu3S193 by inhibition of epidermal growth factor receptor (EGFR) signaling with EGFR tyrosine kinase inhibitor AG1478.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20051001

Title: Synthesis of selected LeY and KH-1 analogues: a medicinal chemistry approach to vaccine optimization.

Journal: The Journal of organic chemistry 20050429

Title: Clinical evaluation of BR96 sFv-PE40 immunotoxin therapy in canine models of spontaneously occurring invasive carcinoma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050115

Title: A single-step method for the production of sugar hydrazides: intermediates for the chemoselective preparation of glycoconjugates.

Journal: Bioconjugate chemistry 20050101

Title: High expression of Lewis y/b antigens is associated with decreased survival in lymph node negative breast carcinomas.

Journal: Breast cancer research : BCR 20050101

Title: The immunogenicity of the tumor-associated antigen Lewis(y) may be suppressed by a bifunctional cross-linker required for coupling to a carrier protein.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20040719

Title: Lectin receptors for endometrial H-type 1 antigen on goat conceptuses.

Journal: American journal of reproductive immunology (New York, N.Y. : 1989) 20040701

Title: Antibody-targeted chemotherapy with the calicheamicin conjugate hu3S193-N-acetyl gamma calicheamicin dimethyl hydrazide targets Lewisy and eliminates Lewisy-positive human carcinoma cells and xenografts.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20040701

Title: Expression of cell surface Lewis X and Y antigens and FUT4 mRNA is increased in Jurkat cells undergoing apoptosis.

Journal: Biochimica et biophysica acta 20040611

Title: Kaposiform hemangioendothelioma: a study of 33 cases emphasizing its pathologic, immunophenotypic, and biologic uniqueness from juvenile hemangioma.

Journal: The American journal of surgical pathology 20040501

Title: Killing of target cells by redirected granzyme B in the absence of perforin.

Journal: FEBS letters 20040326

Title: Antibodies directed against Lewis-Y antigen inhibit signaling of Lewis-Y modified ErbB receptors.

Journal: Cancer research 20040201

Title: Lewis antigen expression in gastric mucosa of children: relationship with Helicobacter pylori infection.

Journal: Journal of pediatric gastroenterology and nutrition 20040101

Title: Host gastric Lewis expression determines the bacterial density of Helicobacter pylori in babA2 genopositive infection.

Journal: Gut 20030701

Title: Expression of glycolipids bearing Lewis phenotypes in tissues and cultured cells of human gynecological cancers.

Journal: Japanese journal of cancer research : Gann 20021001

Title: The expression of free oligosaccharides in human seminal plasma.

Journal: The Journal of biological chemistry 20020906

Title: Constructing an adenocarcinoma vaccine: immunization of mice with synthetic KH-1 nonasaccharide stimulates anti-KH-1 and anti-Le(y) antibodies.

Journal: International journal of cancer 20020510

Title: [Effects of Lewis Y oligosaccharide on secretion and gene expression of EGF and EGF-R in mouse embryos].

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica 20020501

Title: Phenotypic variation in molecular mimicry between Helicobacter pylori lipopolysaccharides and human gastric epithelial cell surface glycoforms. Acid-induced phase variation in Lewis(x) and Lewis(y) expression by H. Pylori lipopolysaccharides.

Journal: The Journal of biological chemistry 20020222

Title: Cathepsin B-labile dipeptide linkers for lysosomal release of doxorubicin from internalizing immunoconjugates: model studies of enzymatic drug release and antigen-specific in vitro anticancer activity.

Journal: Bioconjugate chemistry 20020101

Title: Congenital nonprogressive hemangioma: a distinct clinicopathologic entity unlike infantile hemangioma.

Journal: Archives of dermatology 20011201

Title: Ley glycolipid-recognizing monoclonal antibody inhibits procoagulant activity and metastasis of human adenocarcinoma.

Journal: International journal of oncology 20011101

Title: Polymorphisms of two fucosyltransferase genes (Lewis and Secretor genes) involving type I Lewis antigens are associated with the presence of anti-Helicobacter pylori IgG antibody.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010901

Title: Increased expression of the blood group-related Lewis Y antigen on synovial fluid granulocytes of patients with arthritic joint diseases.

Journal: Rheumatology (Oxford, England) 20010901

Title: Selective tumor sensitization to taxanes with the mAb-drug conjugate cBR96-doxorubicin.

Journal: International journal of cancer 20010815

Title: Lewis antigen expression by Helicobacter pylori.

Journal: The Journal of infectious diseases 20010801

Title: The fucosylated histo-blood group antigens H type 2 (blood group O, CD173) and Lewis Y (CD174) are expressed on CD34+ hematopoietic progenitors but absent on mature lymphocytes.

Journal: Glycobiology 20010801

Title: Construction, expression and characterisation of a single-chain diabody derived from a humanised anti-Lewis Y cancer targeting antibody using a heat-inducible bacterial secretion vector.

Journal: Cancer immunology, immunotherapy : CII 20010701

Title: Regulation of differentiation- and proliferation-inducers on Lewis antigens, alpha-fucosyltransferase and metastatic potential in hepatocarcinoma cells.

Journal: British journal of cancer 20010601

Title: A unique microvascular phenotype shared by juvenile hemangiomas and human placenta.

Journal: Archives of dermatology 20010501

Title: A comparison of Lewis x and Lewis y expression in Helicobacter pylori obtained from children and adults.

Journal: The Journal of infectious diseases 20010401

Title: Biodistribution properties of (111)indium-labeled C-functionalized trans-cyclohexyl diethylenetriaminepentaacetic acid humanized 3S193 diabody and F(ab')(2) constructs in a breast carcinoma xenograft model.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20010401

Title: Pursuit of optimal carbohydrate-based anticancer vaccines: preparation of a multiantigenic unimolecular glycopeptide containing the Tn, MBr1, and Lewis(y) antigens.

Journal: Journal of the American Chemical Society 20010307

Title: Influence of cytokines, monoclonal antibodies and chemotherapeutic drugs on epithelial cell adhesion molecule (EpCAM) and LewisY antigen expression.

Journal: Clinical and experimental immunology 20010101

Title: Schistosoma mansoni cercarial glycolipids are dominated by Lewis X and pseudo-Lewis Y structures.

Journal: Glycobiology 20000101

Title: Are autoantibodies against Lewis antigens involved in the pathogenesis of Helicobacter pylori-induced peptic ulcers?

Journal: Microbiology and immunology 19990101

Title: Lack of correlation between Lewis antigen expression by Helicobacter pylori and gastric epithelial cells in infected patients.

Journal: Gastroenterology 19981101

Title: Expression of alpha-1,3-galactose and other type 2 oligosaccharide structures in a porcine endothelial cell line transfected with human alpha-1,2-fucosyltransferase cDNA.

Journal: The Journal of biological chemistry 19970912

Title: The x-ray structure of an anti-tumour antibody in complex with antigen.

Journal: Nature structural biology 19950601

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Tags:82993-43-9 Molecular Formula|82993-43-9 MDL|82993-43-9 SMILES|82993-43-9 LewisYtetrasaccharide