2013-08-28



August Edition Newsletter

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GMP Syntheses of Peptide APIs including CTD

Custom Synthesis of Peptide Toxins

Custom Synthesis of Peptide Fragments

POM: NProO Building Blocks for fast and efficient synthesis of γ-turns in peptides

GMP Syntheses of Peptide APIs including CTD

GMP Production process and repeated experience is readily available to supply the following peptide APIs including all documentation necessary for registration:

Eledoisin
Eledoisin is an undecapeptide of mollusk origin, belonging to the tachykinin family of neuropeptides. These peptides exhibit a wide and complex spectrum of pharmacological and physiological activities such as vasodilation, hypertension, and stimulation of extravascular smooth muscle. Due to Eledoisin’s strong influence on tear volume and tear flow it has a broad potential in Ophthalmology. Formulation know how for eye drop production with this API is also available.

Biostatin, TT-232
TT-232 is a structural analogue of somatostatin, a hormone with significant, selective antiproliferative, anti-inflammatory and antisecretory properties. In contrast to the parent hormone and its “traditional” analogues, this compound has strong and specific growth-inhibitory potential without the wide-ranging endocrine side-effects, including inhibition of insulin secretion provoking diabetes. Its mechanism of action is in line with a new era of molecular medicine called signal-transduction therapy, where "internal communication" of cells is corrected without interfering with basic cell functions and machinery.

Sandostatin/Octreotide
Octreotide is an octapeptide that mimics natural somatostatin pharmacologically, though it is a more potent inhibitor of growth hormone, glucagon, and insulin than the natural hormone. It is approved as an injectable depot formulation for the treatment of acromegaly, gigantism, thyrotropinoma, diarrhea and flushing episodes associated with carcinoid syndrome, and diarrhea in patients with vasoactive intestinal peptide-secreting tumors (VIPomas).

LHRH and Analogues like Alarelin, Leuprorelin, Goserelin, Buserelin and Triptorelin
Gonadotropin-releasing hormone (GnRH), also known as Luteinizing-hormone-releasing hormone (LHRH) and luliberin, is a trophic peptide hormone responsible for the release of follicle-stimulating hormone (FSH) and luteinizing hormone (LH) from the anterior pituitary. This group of peptides are used in the treatment of breast and prostate cancer and precocious puberty, estrogen-dependent conditions (such as endometriosis or uterine fibroids).

There is specific know-how available for microencapsulation of these peptides.

Thymosin-α1, including fragments, and bis-Thymosin-α1 / Twin-α1
Gonadotropin-releasing hormone (GnRH), also known as Luteinizing-hormone-releasing hormone (LHRH) and luliberin, is a trophic peptide hormone responsible for the release of follicle-stimulating hormone (FSH) and luteinizing hormone (LH) from the anterior pituitary. This group of peptides are used in the treatment of breast and prostate cancer and precocious puberty, estrogen-dependent conditions (such as endometriosis or uterine fibroids). There is a still unused potential for strategies to prevent opportunistic infections after chemo- and radiation therapy and for applications in wound healing and skin care.

Urodilatin
Urodilatin is a hormone that causes diuresis through increasing renal blood flow. It is important in oliguric patients as it lowers serum creatinine and increases urine output. Because of its blood pressure regulating property it is used during heart operations.

Pentagastrin
Pentagastrin has effects like gastrin when given parenterally. It stimulates the secretion of gastric acid, pepsin, and intrinsic factor, and has been used as a diagnostic aid in the pentagastrin-stimulated calcitonin test. It is in clinical trials for cancer treatment (ulcus ventriculi).

RGD Cyclopentapeptides
Cyclic RGD cyclopentapeptides are a new class of receptor interacting substances (neuropilin-1 and others) within the field of tissue and cell penetrating applications.

Please contact us in case of any demand for these or other Peptide APIs

Custom Synthesis of Peptide Toxins

from Bee, Cone, Snakes, Scorpions

Approximately 500 different kinds of cone snails, snakes, spiders, and scorpions produce a set of 50 to 200 different toxins each. Over all more than 100 000 different toxins Mother Nature has developed over the last several thousands of years of evolution. Animals stun prey by injecting a complex mixture of peptide neurotoxins which block a diverse array of ion channels and neuronal receptors.

Toxins are of intense scientific interest due to their extremely high specificy and efficacy towards specific binding sites. Ziconotide (cone toxin) already is on the market for treating patients suffering from strong chronic pain.

Apamin



CAS-NO

24345-16-2

FORMULA

C79H131N31O24S4

M.W.

2027,34 g/mole

ART-NO

QTY

PRICE

LS-1280.0000

0

inquire

Chlorotoxin

CAS-NO

163515-35-3

FORMULA

C158H256N52O48S11

M.W.

4004,76 g/mole

ART-NO

QTY

PRICE

LS-1310.0000

0

inquire

alpha-Conotoxin MII

FORMULA

C67H103N23O22S4

M.W.

1710,98 g/mole

ART-NO

QTY

PRICE

LS-1410.0000

0

inquire

Sarafotoxin 6C

FORMULA

C103H147N27O37S5

M.W.

2515,79 g/mole

ART-NO

QTY

PRICE

LS-1360.0000

0

inquire

Find on our website over 30 complex cyclic peptide toxins,
which can be produced and supplied readily.

Custom Synthesis of Peptide Fragments

We carry out custom synthesis of complex organic molecules in the domain of our expertise and peptide related compounds:

Head-to-tail cyclic peptides

free and protected peptide fragments for fragment condensation

peptides with several disulfide bridges through our new technology of smart and green Cys protecting groups

peptide thio esters for ligation

long peptides with 100 aa via SEA-resin technology

peptide libraries, including additional complex organic reactions

peptides with conjugation to fluorescence label, chelators (DOTA) and other tools for analytics and diagnostics

Product of the Month:

NProO Building Blocks for fast and efficient synthesis of γ-turns in peptides

Any amino acid can be functionalized on the N-terminus with oxalic acid and on the C-terminus with hydrazine, in order to form a so-called NXO building block. Through this double modification N and C terminus will be inverted, which provides interesting structural options for peptidomimetics. Additionally this mimic shows acceptor–donor pattern of a natural tripeptide and, furthermore, NXO modification can impart conformational constraints on the peptide sequence to give new pseudo peptides selectively adopting predictable secondary structures. NXO building blocks can be easily integrated into peptide fragments using both conventional liquid phase peptide synthesis and solid supported synthesis protocols.

Formation of γ-turns may initiate formation of β-sheets in protein folding. Like proline, which is placed at this position in natural proteins, NXO-proline can be used introducing in one step already two positions for hydrogen bond formation, which are essential to form the turn.

References:

NXO Building Blocks for Backbone Modification of Peptides and Preparation of Pseudopeptides; Constantin Rabong, Ulrich Jordis, and Jaywant B. Phopase J. Org. Chem. 2010; 75: 2492–2500. DOI: 10.1021/jo902518

Surprising behavior of NXO-peptides toward the lithium hydroxide solvolysis; Farhan A. Khan, Constantin Rabong, Ulrich Jordis, Jaywant Phopase; Tetrahedron Letters 2013; 54: 3679–3682. http://dx.doi.org/10.1016/j.tetlet.2013.05.010.

WO 2007/095980 A1

Fmoc-L-NProO-OH

FORMULA

C22H21N3O6

M.W.

423,42 g/mole

ART-NO

QTY

PRICE

NXO1200.0001

1 g

€ 190.00

NXO1200.0005

5 g

€ 500.00

NXO1200.0010

10 g

€ 850.00

NXO1200.0025

25 g

€ 2,000.00

Fmoc-L-NProO-OtBu

FORMULA

C22H21N3O6

M.W.

479,52 g/mole

ART-NO

QTY

PRICE

NXO1210.0000

0

inquire

Find many more NXO building blocks of natural amino acids online.
Inquire for custom synthesis of NXO building blocks with the amino acid of your choice.

Get literature:

Disulfide bridges are an important structural element in many proteins and peptides. This brochure is a guideline how to plan and execute the Synthesis of Cyclic Peptides with one or several disulfide bridges.

Order now

Our Brochure for Click Chemistry with over 200 different Azido and Alkyne Compounds.

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Our new Comprehensive Drug Delivery Survey contains the latest state-of-the-art collection of all Polymer Therapeutics technologies currently available today. 900 products from the areas PGA, PEGylation, and PASylation, including Dendrimers give the medicinal chemist all options to find the right deliver technique for small drug molecules as well as for large biopharmaceuticals.

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Find in our new brochure  Diagnostic Tools plenty of substrates for reporter enzymes and drug interaction studies, metabolites, glucuronides and inhibitors, inducers, antibody conjugates and cross-linkers, natural products with biological and pharmacological activity, carbohydrates, dyes and fluorescent labels as Tools in Immunology, Diagnostic, Biochemistry and Molecular Biology.

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Iris Biotech GmbH
Waldershofer Str. 49-51,
D-95615 Marktredwitz, Germany

Tel.:+49-9231-9619-73
Fax:+49-9231-9619-99

Mail:info@iris-biotech.de
Web:www.iris-biotech.de

General Manager: Oskar Tropitzsch
VAT-Id-Nr.: DE214481166
Registered at Amtsgericht Hof 3216

Supervisory Authority:
Regierung von Oberfranken
Gewerbeaufsichtsamt
Oberer Bürglaß 34-36
96450 Coburg

International Distributors

India
SUMIT BIOSCIENCES PVT LTD
Web:  www.sumitbiomedical.com
Mail: sumit_exports@yahoo.com

Korea
DAEJUNG CHEMICALS & METALS Co., Ltd.
Web:  www.daejung.kr
Mail: gbkim@daejung.kr

USA & Kanada
Ryan Scientific Inc.
Web:  www.ryansci.com
Mail:  sales@ryansci.com

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