Peptide Macrocycles Includes MANY NEW!

items

P
eptide macrocycles are ring- In addition, their capacity for fine-mo-
shaped molecules that have a lecular tuning makes them excellent
wide application range from therapeutic agents. Despite their no-
drug discovery to nanoma- toriously difficult synthetic methods,
terials. A macrocycle generally has peptide macrocycles are expected to
at least twelve atoms in a cyclic ar- experience exponential growth due
rangement. In nature, the most com- to their therapeutic viability. Some
mon macrocyles contain 14-, 16-, or common macrocycles include Calcito-
18-atoms in their framework.1 Using nin, Octreotide, and Cyclosporine A.
traditional synthetic methods, peptide Peptides International offers a wide
macrocycles can be difficult to synthe- assortment of peptide macrocycles as
size due to entropically unfavorable well as having the capability to custom
conditions.2 Recent developments in synthesize one to suit your research.
synthesis have uncovered new ways PMC-3683-PI
References
to prepare peptide macrocycles, eas-
1. A.K. Yudin, Chemical Science, 6, 30 (2015).
ing this difficulty. Because of their nature, they are re- 2. C.J. White & A.K. Yudin, Nature Chemistry, 3, 509 (2011). (Review)
sistant to proteolytic degradation making them good for http://www.nature.com/nchem/journal/v3/n7/full/nchem.1062.html
3. J.R. Frost, et al., Nature Chemistry, Advance Online Publication (2016).
biomolecular interactions at protein-protein interfaces.3 http://www.nature.com/nchem/journal/vaop/ncurrent/full/nchem.2636.html

CODE PRODUCT QTY

PMC-3881-PI Ac-Arg-[Cys-Met-Ava-Arg-Val-Tyr-Ava-Cys]-NH2 1 mg
Ava = Aminovaleric acid 5 mg
(M.W. 971.22) C49H82N16O11S3
(Disulfide bond between Cys2 and Cys9)
Melanin Concentrating Hormone Receptor 1 Antagonist
M.A. Bednarek, et al., Biochemistry, 41, 6383 (2002).

PMC-3683-PI Ac-Nle-cyclo [Asp-His-D-Phe-Arg-Trp-Lys]-NH2 1 mg

Ac-Nle-cyclo[DHfRWK]-NH2; Melanotan II; MT-II 5 mg
(M.W. 1024.2) C50H69N15O9 [121062-08-6]
Potent Melanocortin 1, 3, 4 and 5 Receptor Agonist
F. Al-Obeidi, et al., J. Med. Chem., 32,174 (1989).

PAD-4278-s Adrenomedullin (Human) 0.1 mg

Tyr-Arg-Gln-Ser-Met-Asn-Asn-Phe-Gln-Gly-Leu-Arg-Ser-Phe-Gly-Cys-Arg-Phe-Gly-Thr-Cys-Thr-Val- vial
Gln-Lys-Leu-Ala-His-Gln-Ile-Tyr-Gln-Phe-Thr-Asp-Lys-Asp-Lys-Asp-Asn-Val-Ala-Pro-Arg-Ser-Lys-lle-
Ser-Pro-Gln-Gly-Tyr-NH2
(M.W. 6028.7) C264H406N80O77S3 [148498-78-6]
(Disulfide bond between Cys16-Cys21)
Hypotensive Peptide
K. Kitamura, et al., Biochem. Biophys. Res. Commun., 192, 553 (1993). (Original)
K. Kitamura, et al., Biochem. Biophys. Res. Commun., 194, 720 (1993).
K. Kitamura, et al., Drugs, 49, 485 (1995). (Review)
D.A. Schell, et al., Trends Endocrinol. Metab., 7, 7 (1996). (Review)

Peptides International, Inc. P.O. Box 99703 Phone: 502-266-8787 1-800-777-4779

Louisville, KY 40269-0703 USA Fax: 502-267-1329 E-mail: peptides@pepnet.com
 CODE PRODUCT QTY
PAP-4456-s Adropin (Human, 34-76) 0.1 mg
Cys-His-Ser-Arg-Ser-Ala-Asp-Val-Asp-Ser-Leu-Ser-Glu-Ser-Ser- Pro-Asn-Ser-Ser-Pro-Gly-Pro- vial
Cys-Pro-Glu-Lys-Ala-Pro-Pro- Pro-Gln-Lys-Pro-Ser-His-Glu-Gly-Ser-Tyr-Leu-Leu-Gln-Pro
(M.W. 4499.8) C190H293N55O68S2 [1802086-30-1]
(Disulfide bond between Cys1-Cys23)
Regulatory Factor in Energy Homeostasis
K.G. Kumar, et al., Cell Metab., 8, 468 (2008). (Original: Primary Structure/Pharmacol.)
R.A. Kesterson, et al., Cell Metab., 8, 468 (2008). (Original: Primary Structure / Pharmacol.)

PAM-4219-v Amylin (Human) 0.5 mg

Lys-Cys-Asn-Thr-Ala-Thr-Cys-Ala-Thr-Gln-Arg-Leu-Ala-Asn-Phe-Leu-Val-His-Ser- vial
Ser-Asn-Asn-Phe-Gly-Ala-Ile-Leu-Ser-Ser-Thr-Asn-Val-Gly-Ser-Asn-Thr-Tyr-NH2
IAPP: Islet Amyloid Polypeptide
DAP: Diabetes-Associated Peptide
(M.W. 3903.3) C165H261N51O55S2 [122384-88-7]
(Disulfide bond between Cys2 and Cys7)
P. Westermark, et al., Proc. Natl. Acad. Sci. USA, 84, 3881 (1987). (Original; 36th A.A. Unknown)
G.J.S. Cooper, et al., Proc. Natl. Acad. Sci. U.S.A., 84, 8628 (1987). (Original; Complete Sequence)
A. Clark, et al., Lancet, 2, 231 (1987). (Pharmacol; May be Pathogenic)

PAF-4135-s ANP (Human, 1-28) 0.1 mg

Ser-Leu-Arg-Arg-Ser-Ser-Cys-Phe-Gly-Gly-Arg-Met-Asp-Arg-Ile-Gly-Ala-Gln-Ser-Gly-Leu-Gly-Cys-Asn- vial
Ser-Phe-Arg-Tyr; A-Type (Atrial) Natriuretic Peptide (Human, 1-28) (Porcine, Bovine, Canine); ANP (1-28)
(M.W. 3080.4) C127H203N45O39S3 [91917-63-4]
(Disulfide bond between Cys7-Cys23)
P. Needleman, et al., Annu. Rev. Pharmacol. Toxicol., 29, 23 (1989). (Review)
A. Rosenzweig and C.E. Seidman, Annu. Rev. Biochem., 60, 229 (1991). (Review)
K. Kangawa and H. Matsuo, Biochem. Biophys. Res. Commun., 118, 131 (1984). (Original)
T.X. Watanabe, et al., Eur. J. Pharmacol., 147, 49 (1988). (Pharmacol.)
P. Needleman, et al., Annu. Rev. Pharmacol. Toxicol., 29, 23 (1989). (Review)

PBN-4212-v BNP-32 (Human) 0.5 mg

B-Type (Brain) Natriuretic Peptide-32 (Human) vial
Ser-Pro-Lys-Met-Val-Gln-Gly-Ser-Gly-Cys-Phe-Gly-Arg-Lys-Met-Asp-
Arg-Ile-Ser-Ser-Ser-Ser-Gly-Leu-Gly-Cys-Lys-Val-Leu-Arg-Arg-His
(M.W. 3464) C143H244N50O42S4 [124584-08-3]
(Disulfide bond between Cys10-Cys26)
T. Sudoh, et al., Biochem. Biophys. Res. Commun., 159, 1427 (1989). (Original; cDNA)
Y. Kambayashi, et al., FEBS Lett., 259, 341 (1990). (Original; Isolation and Structure)
A. Rosenzweig and C.E. Seidman, Annu. Rev. Biochem., 60, 229 (1991). (Review)

PCL-4051-s Calcitonin (Human) 0.1 mg

Cys-Gly-Asn-Leu-Ser-Thr-Cys-Met-Leu-Gly-Thr-Tyr-Thr-Gln-Asp-Phe- vial
Asn-Lys-Phe-His-Thr-Phe-Pro-Gln-Thr-Ala-Ile-Gly-Val-Gly-Ala-Pro-NH2
(M.W. 3417.8) C151H226N40O45S3 [21215-62-3]
(Disulfide bond between Cys1-Cys7)
R. Neher, et al., Helv. Chim. Acta, 51, 1900 (1968). (Original)
Y. Nakagawa, et al., Peptide Chemistry 1977, 189 (1978). (Chem. Synthesis)

PCG-4160-s CGRP (Human) 0.1 mg

Ala-Cys-Asp-Thr-Ala-Thr-Cys-Val-Thr-His-Arg-Leu-Ala-Gly-Leu-Leu-Ser-Arg-Ser-Gly-Gly-Val-Val-Lys-Asn- vial
Asn-Phe-Val-Pro-Thr-Asn-Val-Gly-Ser-Lys-Ala-Phe-NH2; -CGRP (Human)
(M.W. 3789.3) C163H267N51O49S2 [90954-53-3]
(Disulfide bond between Cys2-Cys7)
H.R. Morris, et al., Nature, 308, 746 (1984). (Original)

PCT-4229-v CNP-22 (Human, Porcine, Rat) 0.5 mg

Gly-Leu-Ser-Lys-Gly-Cys-Phe-Gly-Leu-Lys-Leu-Asp-Arg-Ile-Gly-Ser-Met-Ser-Gly-Leu-Gly-Cys vial
C-Type Natriuretic Peptide-22 (Human)(Porcine, Rat, Mouse)
(M.W. 2197.6) C93H157N27O28S3 [127869-51-6]
(Disulfide bond between Cys6-Cys22)
T. Sudoh, et al., Biochem. Biophys. Res. Commun., 168, 863 (1990). (Original; Porcine)
Y. Tawaragi, et al., Biochem. Biophys. Res. Commun., 175, 645 (1991). (cDNA Seq.; Human)
M. Kojima, et al., FEBS Lett., 276, 209 (1990). (cDNA Seq.; Rat)
Y. Ogawa, et al., Genomics, 24, 383 (1994). (Nucleotide Seq.; Mouse)
A. Rosenzweig and C.E. Seidman, Annu. Rev. Biochem., 60, 229 (1991). (Review)

Peptides International, Inc. P.O. Box 99703 Phone: 502-266-8787 1-800-777-4779

Louisville, KY 40269-0703 USA Fax: 502-267-1329 E-mail: peptides@pepnet.com
 CODE PRODUCT QTY
PCN-4329-v Cortistatin (Rat) 0.5 mg
CST-14 (Rat) vial
Pro-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Ser-Ser-Cys-Lys
(M.W. 1721) C81H113N19O19S2 [937031-00-0]
(Disulfide bond between Cys2-Cys13)
Neuronal Depressant and Sleep-Modulating Peptide
L. De Lecea, et al., Nature, 381, 242 (1996). (Original)
L. De Lecea, et al., J. Neurosci., 17, 5868 (1997). (Biochem.)
M. Connor, et al., Br. J. Pharmacol., 122, 1567 (1997) (Pharmacol.)
J.F. Flood, et al., Brain Res., 775, 250 (1997). (Pharmacol.)

PCI-3953-PI cyclo (Arg-Gly-Glu-D-Phe-Lys) 1 mg

c(RGEfK) 5 mg
(M.W. 617.71) C28H43N9O7

IRA-3854-PI Cyclorasin 9A5 1 mg

cyclo(Trp-Thr-D-Ala-Arg-Arg-Arg-D-2-Nal-Arg-4-F-Phe-D-Nle-Gln) 5 mg
NEW! (M.W.1586.86) C75H108N25O13F
Inhibitor of K-Ras and Lung Cancer Growth. Activates Apoptosis
P. Upadhyay, et al., Angew. Chem. Int. Ed., 54, 1 (2015).

IRA-3828-PI Cyclorasin 9A54 1 mg

cyclo(Arg-Phe(3,4-Di-F)-D-Nle-Gln-Trp-Tle-D-Val-Arg-Arg-Arg-2-D-Nal) 5 mg
NEW! (M.W. 1644.95) C79H115N25O12F2
P. Upadhyay, et al., Angew. Chem. Int. Ed., 54, 1 (2015).

IRA-3829-PI Cyclorasin 12A 1 mg

cyclo(Arg-Phe(4-F)-Arg-Trp-Arg-D-Ala-Gln-Arg-Arg-2-D-Nal) 5 mg
NEW! (M.W. 1528.78) C71H102N27O11F
P. Upadhyay, et al., Angew. Chem. Int. Ed., 54, 1 (2015).

RGD-3750-PI H-dPEGTM4-Glu[dPEGTM4(cyclo (Arg-Gly-Asp-D-Phe-Lys))]2 0.5 mg

(M.W. 2060.35) C92H150N22O31 1 mg
NEW! For In Vitro Assays of Integrin v3/v5 Expression in Tumor Tissues 5 mg
R. Gao, et al., Med Princ Pract., 24, 244 (2015).
Y Zheng, et al., Bioconjugate Chem, 25,1925 (2014).

LUG-3871-PI Lugdunin 0.5 mg

cyclo(D-Leu-Val-D-Val-psi[CHNH]Thz-D-Val-Trp) 1 mg
NEW! (M.W. 783.05) C40H62N8O6S
Antibiotic Produced by S. lugdunensis, Shown to Inhibit Growth of S. aureus
and Prevent its Colonization
A. Zipperer, et al., Nature, 535, 511 (2016).

OCT-3738-PI Octreotide 1 mg
D-Phe-(Cys-Phe-Trp-Lys-Thr-Cys)-Thr-ol 5 mg
(M.W. 1019.26) C49H66N10O10S2 [83150-76-9]
(Disulfide bonds between Cys2-Cys7)
Somatostatin Analog

POS-4261-s Glu17,Gla21,24-Osteocalcin (Human) 0.1 mg

Tyr-Leu-Tyr-Gln-Trp-Leu-Gly-Ala-Pro-Val-Pro-Tyr-Pro-Asp-Pro-Leu-Glu-Pro-Arg-Arg-Gla-Val-Cys-Gla-Leu- vial
Asn-Pro-Asp-Cys-Asp-Glu-Leu-Ala-Asp-His-Ile-Gly-Phe-Gln-Glu-Ala-Tyr-Arg-Arg-Phe-Tyr-Gly-Pro-Val
(Gla: L--Carboxyglutamic acid)
(M.W. 5885.4) C268H381N67O80S2 [136461-73-9]
(Disulfide bond between Cys23-Cys29)
Bone Gla Protein
J.W. Poser, et al., J. Biol. Chem., 255, 8685 (1980). (Original)
M. Nakao, et al., Pept. Res., 7, 171 (1994). (Chem. Synthesis)

Peptides International, Inc. P.O. Box 99703 Phone: 502-266-8787 1-800-777-4779

Louisville, KY 40269-0703 USA Fax: 502-267-1329 E-mail: peptides@pepnet.com
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