Dipeptide-2
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Dipeptide-2

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Dipeptide-2 is a synthetic peptide used for skin care. It can inhibit angiotensin converting enzyme ACE, enhance the lymphatic circulation of the eye, promote water discharge, and effectively eliminate edema and reduce eye bags.

Category
Cosmetic Peptides
Catalog number
BAT-010786
CAS number
24587-37-9
Molecular Formula
C16H21N3O3
Molecular Weight
303.36
Dipeptide-2
Size Price Stock Quantity
1 g $299 In stock
100 g $8290 In stock
IUPAC Name
(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
Synonyms
L-VALYL-L-TRYPTOPHAN; H-VAL-TRP-OH; VAL-TRP; N-valyltryptophan; L-Valyl-L-tyrosine; Dipeptide Val-Try
Purity
95%
Density
1.268±0.06 g/cm3
Boiling Point
604.8±55.0°C at 760 Torr
Sequence
H-Val-Trp-OH
Storage
Store at -20°C
InChI
InChI=1S/C16H21N3O3/c1-9(2)14(17)15(20)19-13(16(21)22)7-10-8-18-12-6-4-3-5-11(10)12/h3-6,8-9,13-14,18H,7,17H2,1-2H3,(H,19,20)(H,21,22)/t13-,14-/m0/s1
InChI Key
LZDNBBYBDGBADK-KBPBESRZSA-N
Canonical SMILES
CC(C)C(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O)N
1.Splenopentin--influence on antibody formation in immunosuppressed animals and on phagocytic capability of human granulocytes.
Diezel W1, Eckert R, Müller GM, Forner K, Sönnichsen N. Arch Geschwulstforsch. 1989;59(3):161-4.
Sublethally x-ray irradiated C57 Bl/6 Bln. mice (whole body irradiation with 600 cGy) were treated with or without a splenopentin derivative (DA SP-5: N alpha-acetyl-L-arginyl)-(N alpha-acetyl-L-lysyl)-L-glutamyl-L-valyl-L-tyrosine and compared for their capacity to produce antibodies against target sheep red blood cells. As demonstrated DA SP-5 treated mice produced antibodies earlier and in a higher level than animals untreated. Furthermore, DA SP-5 influences the phagocytic capability of human granulocytes in a dose dependent matter.
2.Immuno-regulating peptides, I. Synthesis and structure-activity relationships of thymopentin analogs.
Kisfaludy L, Nyéki O, Schön I, Dénes L, Ember J, Szporny L, Hajós G, Szende B. Hoppe Seylers Z Physiol Chem. 1983 Aug;364(8):933-40.
Seventeen peptides, related to thymopoietin pentapeptide, L-arginyl-L-lysyl-L-aspartyl-L-valyl-L-tyrosine (thymopentin) were synthesized by the stepwise strategy in solution. Of these, L-arginyl-L-lysyl-L-aspartic acid and L-arginyl-L-lysyl-L-aspartyl-L-valine, shortened from the C-terminus of the pentapeptide, exhibit significant immuno-stimulating potencies, exceeding those of thymopentin, both in vitro and in vivo immunological tests. Studies on the structure-activity relationships suggest that the potencial active site of thymopoietins is very sensitive to the N- and C-terminal elongations of the peptide chain. For thymic hormones, an active site carrying cumulative chemical signals is proposed instead of well-defined active centers.
3.The peptide NCbz-Val-Tyr-OMe and aromatic π-π interactions.
Nicholas S1. Acta Crystallogr C Struct Chem. 2015 Mar;71(Pt 3):211-5. doi: 10.1107/S2053229615002739. Epub 2015 Feb 18.
The peptide N-benzyloxycarbonyl-L-valyl-L-tyrosine methyl ester or NCbz-Val-Tyr-OMe (where NCbz is N-benzyloxycarbonyl and OMe indicates the methyl ester), C(23)H(28)N(2)O(6), has an extended backbone conformation. The aromatic rings of the Tyr residue and the NCbz group are involved in various attractive intra- and intermolecular aromatic π-π interactions which stabilize the conformation and packing in the crystal structure, in addition to N-H...O and O-H...O hydrogen bonds. The aromatic π-π interactions include parallel-displaced, perpendicular T-shaped, perpendicular L-shaped and inclined orientations.
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