Classifications

• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
  • D01F6/68—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyaminoacids or polypeptides
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
  • C08G69/10—Alpha-amino-carboxylic acids
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
  • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
  • A61L17/06—At least partially resorbable materials
  • A61L17/08—At least partially resorbable materials of animal origin, e.g. catgut, collagen
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
  • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
  • A61L17/06—At least partially resorbable materials
  • A61L17/10—At least partially resorbable materials containing macromolecular materials
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07K—PEPTIDES
  • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
  • C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07K—PEPTIDES
  • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
  • C07K14/001—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof by chemical synthesis
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
  • D01D5/00—Formation of filaments, threads, or the like
  • D01D5/06—Wet spinning methods
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K38/00—Medicinal preparations containing peptides

Definitions

• a strand or filament used to sew together the open parts of a Wound is referred to as a suture; when used to tie blood vessels it is known as a ligature.
• suture is used in this specification to refer to both sutures and ligatures.
• Sutures are either absorbable or non-absorbable.
• the only completely absorbable suture is of animal origin and is known, generically, as cat-gut.
• This material is composed largely of the protein collagen, which is absorbed o digested, during the healing process, by the tissues in which it is embedded. The absorption is brought about by proteolytic enzymes in the tissues which hydrolyse the collagen into its component amino acids which are readily metabolised.
• the present invention is a polypeptide subject to proteolysis, comprising a copolymer of an L-imino acid and an L-amino acid.
• L-proline and L-hydroxyproline are the preferred imino acids and they may be used in conjunction with such amino acids as L-glutamic acid and L-alanine in forming the polypeptide.
• the rate of proteolysis of the polypeptide increases with the proportion of the imino acid component and it is merely a matter of experiment to discover the ratio of imino acid to amino acid residues which endows the polypeptide with a desirable resistance or susceptibility to proteolysis.
• the polypeptide need contain no more than from 5 to 15 percent of the imino acid, but it is also possible to slow the rate of proteolysis of the polypeptide containing this amount or more of the imino acid by tanning, as is done for cat-gut by transforming it to chromicised cat-gut for example.
• polypeptide from a mixture of the N-carboxyanhydride derivatives of the amino-acid and the imino acid.
• the mixture is reacted in an inert solvent for the polypeptide to form a viscous solution with evolution of carbon dioxide.
• the solution of polypeptide may then be extruded to form filaments or films by contact with a coagulant o1- evaporation of the solvent, i.e. using ice wet spinning or dry-spinning techniques.
• the films and filaments are strengthened and rendered less soluble by stretching.
• the filaments are useful sutures and the films may be sliced to form sutures or used as absorbable panels in surgery.
• the invention is illustrated by the following example.
• the polypeptide solution could be cast into films or spun into filaments by extrusion into coagulants such as ether or ether/ acetone mixtures.
• the unstretched filaments were found to be insoluble in water, readily soluble in dichloroacetic acid and trifluoracetic acid, and sparingly soluble in glacial acetic acid, formic acid, chloroform, methylene chloride and N,N-dimethyl formamide.
• the filaments were stretched by 400 percent and this has the effect of reducing their solubility in all the above-mentioned solvents, as well as increasing the filament tenacity to 1.6- gram/ denier.
• the absovbability of the sutures of the filamentary polypeptide was tested in vitro by incubation in media containing proteolytic enzymes such as trypsin and papain.
• proteolytic enzymes such as trypsin and papain.
• the method used was that employed by Lennox & Forss (Journal of the Society of Leather Trades Chemists, 36, 322) in their examination of the digestion of tanned collagen by enzymes. The results of these determinations showed that the polypeptide had a rate of proteolysis similar to that of chromicised cat-gut.
• a solid, fiber forming, water insoluble polypeptide copolymer capable of proteolysis consisting essentially of an L-imino acid selected from the group consisting of L-proline and L-hydroxy proline and an L-amino acid selected from the group consisting of L-glutamic acid and L-alanine.

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• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• General Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Animal Behavior & Ethology (AREA)
• Vascular Medicine (AREA)
• Biophysics (AREA)
• Veterinary Medicine (AREA)
• Genetics & Genomics (AREA)
• General Chemical & Material Sciences (AREA)
• Molecular Biology (AREA)
• Proteomics, Peptides & Aminoacids (AREA)
• Textile Engineering (AREA)
• Materials Engineering (AREA)
• Surgery (AREA)
• Biochemistry (AREA)
• Epidemiology (AREA)
• Public Health (AREA)
• Analytical Chemistry (AREA)
• Polymers & Plastics (AREA)
• Mechanical Engineering (AREA)
• Gastroenterology & Hepatology (AREA)
• Zoology (AREA)
• Treatment And Processing Of Natural Fur Or Leather (AREA)
• Peptides Or Proteins (AREA)
• Materials For Medical Uses (AREA)

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Publications (1)

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Cited By (13)

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Citations (3)

• 0
  • BE BE636530D patent/BE636530A/xx unknown
  • NL NL297020D patent/NL297020A/xx unknown
• 1962
  • 1962-08-24 GB GB32561/62A patent/GB1049290A/en not_active Expired
• 1963
  • 1963-07-15 US US295223A patent/US3331814A/en not_active Expired - Lifetime
  • 1963-07-25 DE DE19631495312 patent/DE1495312A1/de active Pending
  • 1963-08-23 FR FR945456A patent/FR1367282A/fr not_active Expired
  • 1963-08-23 AT AT678963A patent/AT262517B/de active
  • 1963-08-23 CH CH1044263A patent/CH431552A/de unknown
  • 1963-08-23 SE SE9241/63A patent/SE303832B/xx unknown

Patent Citations (3)

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