# US 4,382,887 A · Novel glycopeptide and methods of isolating and using the same

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- Number: US 4,382,887 A
- Document ID: US4382887A
- Status: Granted
- Kind: A
- Application number: 06/165,602
- Filed: 1980-07-03
- Granted: 1983-05-10
- Earliest claimed: 1979-09-26
- Inventors: Seiichi Shibata
- Web page: https://patentgrep.com/patent/US4382887A

## CPC

- C07H 13/06: Fatty acids
- A61K 38/00: Medicinal preparations containing peptides (peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00)
- Y10S 530/834: Urine; urinary system
- Y10S 530/835: Kidney
- Y10S 530/838: Marrow; spleen
- Y10S 530/846: Liver
- Y10S 530/848: Lungs
- Y10S 530/849: Eyes; vessels; umbilical cord
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

A novel glycopeptide is disclosed, which consists of a sugar moiety having a structural formula ##STR1## and a peptide moiety linking to the sugar moiety through N-glycoside bond. The glycopeptide is isolated from organs of normal animals, especially kidney, or urine from healthy human being, and has a biological activity of inducing lesions of kidney in animals. The lesions of kidney induced by an injection of the glycopeptide are very similar to spectrum of human glomerulonephritis. Accordingly, an experimental model for study on human glomerulonephritis is established.

## Claims

### Claim 1

A process of isolating a glycopeptide consisting of a sugar moiety having a structural formula ##STR7## and a peptide moiety linking to the sugar moiety through N-glycoside bond, comprising steps of (1) digesting an organ of normal animal with a protein-digesting enzyme and centrifuging, of (2) digesting the supernatant liquid obtained in the step (1) with pronase and centrifuging, of (3) dialyzing the supernatant liquid obtained in the step (2), of (4) treating the non-dialyzable substance with trichloroacetic acid and centrifuging, and of (5) contacting the supernatant liquid obtained in the step (4) with non-water soluble material having negative charge and eluting the substance adsorbed on the non-water soluble material,
wherein said peptide moiety is one obtained from said organ of normal animal which is selected from the group consisting of kidney, lung, aorta, liver, spleen, heart and muscle.

### Claim 2 (depends on 1)

The process claimed in the claim 1 wherein the non-water soluble material having negative charge is a polymeric material containing a functional group having negative charge, or an inorganic material having negative charge.

### Claim 3 (depends on 2)

The process claimed in the claim 2 wherein the polymeric material is the one containing nitrile group, carboxyl group, sulfonic acid group or halogen atom.

### Claim 4 (depends on 3)

The process claimed in the claim 3 wherein the polymeric material is polyvinyl chloride, polyacrylonitrile, cellulose, or cotton.

### Claim 5 (depends on 2)

The process claimed in the claim 2 wherein the inorganic material having negative charge is porous glass, zeolite, silica gel or sellaite.

### Claim 6

A process of isolating a glycopeptide consisting of a sugar moiety having a structural formula ##STR8## and a peptide moiety linking to the sugar moiety through N-glycoside bond, comprising steps of (1) contacting urine from healthy human being or the concentrate thereof with non-water soluble material having negative charge and eluting substance absorbed on the non-water soluble material, of (2) digesting the eluate with pronase and centrifuging, of (3) dialyzing the supernatant liquid obtained in the step (3), of (4) treating the non-dialyzable substance with trichloroacetic acid and (5) separating the supernatant containing glycopeptide from the precipitate formed in step (4).