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Volumn 2, Issue 5, 2011, Pages 373-378

Synthetic and immunological studies of sTn derivatives carrying substituted phenylacetylsialic acids as cancer vaccine candidate

Author keywords

Cancer vaccine; glycoconjugate; immunology; sTn antigen; sTn derivative; tumor associated carbohydrate antigen

Indexed keywords

5' N 4 ACETYLPHENYLACETYL STN; 5' N 4 CHLOROPHENYLACETYL STN; 5' N 4 METHOXYLPHENYLACETYL STN; 5' N 4 METHYLPHENYLACETYL STN; CANCER VACCINE; CARBOHYDRATE ANTIGEN; IMMUNOGLOBULIN G1 ANTIBODY; IMMUNOGLOBULIN G2; IMMUNOGLOBULIN G2A ANTIBODY; IMMUNOGLOBULIN G3 ANTIBODY; IMMUNOGLOBULIN M ANTIBODY; KEYHOLE LIMPET HEMOCYANIN; N PHENYLACETYL STN; SIALIC ACID DERIVATIVE; TUMOR ASSOCIATED CARBOHYDRATE ANTIGEN; UNCLASSIFIED DRUG;

EID: 79956142362     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml100313d     Document Type: Article
Times cited : (28)

References (29)
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