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B7-33
Also indexed as B7-33, single-chain relaxin analog, H2 relaxin B-chain(7-33) with Cys(B11, B23) replaced by Ser, 'B7-33 peptide'
1 Identity
Relaxin-family peptide analogs. Not the same article as the lipidated derivative AcK(PalmGlu)-PEG12-B7-33 reported in Int J Mol Sci 2023, 24:6616, which is a different, heavier molecule.
- Sequence
- H-Val-Ile-Lys-Leu-Ser-Gly-Arg-Glu-Leu-Val-Arg-Ala-Gln-Ile-Ala-Ile-Ser-Gly-Met-Ser-Thr-Trp-Ser-Lys-Arg-Ser-Leu-OH (VIKLSGRELVRAQIAISGMSTWSKRSL). TWENTY-seven residues, not 26 - the residue count printed on the Wikipedia entry is wrong and the count is trivially checkable against the string. All L, linear, free N-terminal alpha-amino group, free C-terminal carboxyl, no acylation, no amidation. The two cysteines of the parent human H2 relaxin B-chain (B11 and B23) are replaced by serine, so this molecule contains no cysteine, no free thiol and no disulfide whatsoever; a certificate reporting a free-thiol titration or a disulfide assignment on this article has tested for something that is not present. Met19 and Trp22 are the two oxidation-labile residues. Six protonatable centers (N-terminal amine, Lys3, Arg7, Arg11, Lys24, Arg25) against only two carboxylates (Glu8 side chain and the C-terminal leucine), so counterion loading is high and net peptide content cannot be assumed.
- Molecular formula
- C131H228N40O37S (free acid)
- Average mass
- 2987.57 Da (C131H228N40O37S), computed on IUPAC 2021 conventional atomic weights. Suppliers print 2987.52 for the same formula; that 0.05 Da difference is an atomic-weight-table artifact, not a structural disagreement, and neither number should be treated as a specification limit.
- Monoisotopic mass
- 2985.6910 Da neutral. At 3 kDa the molecule is only observed multiply charged: [M+3H]3+ m/z 996.2376, [M+4H]4+ m/z 747.4300, [M+5H]5+ m/z 598.1455. The certificate must show a deconvoluted neutral mass with the raw charge envelope, not a single m/z.
- Salt / variant note
- (1) C-terminal amide, C131H229N41O36S, 2986.58 avg / 2984.70696 mono - exactly 0.984 Da below the free acid, and the live ambiguity in this market rather than a theoretical one, since sources in this market describe the article differently. On a 2.99 kDa molecule this shift is only resolvable from a deconvoluted high-resolution spectrum. (2) the parent cysteine form, VIKLCGRELVRAQIAICGMSTWSKRSL, C131H228N40O35S3, 3019.69 avg / 3017.64529 mono, +32.12 Da - a supplier who builds the native B-chain segment rather than the Cys-to-Ser analog delivers a different molecule that would additionally be capable of dimerizing through disulfide. (3) MET19 sulfoxide, +15.995 Da (C131H228N40O38S, 3003.57 avg / 3001.68590 mono), the predictable storage and workup degradant, and the sulfone at +31.990 Da. (4) TRP22 oxidation products, +15.995 and +31.990 Da, overlapping the methionine oxidation masses exactly - the two cannot be told apart by intact mass and require peptide mapping. (5) Truncations at the N-terminal end, in particular des-Val1 (-99.068 Da) and des-Val1-Ile2 (-212.152 Da), which are the usual failures on a 27-mer synthesis. (6) lipidated derivatives sold or published under related names, e.g. AcK(PalmGlu)-PEG12-B7-33, are separate heavier molecules and must not be released against this monograph.
2 Class & testing panel
- Form
- Single article
- Testing panel
- P1 — panel definition
3 Primary sources & evidence
Peer-reviewed primary literature exists and is small. The originating chemistry paper is Hossain MA et al., Chemical Science 2016;7:3805-3819 (DOI 10.1039/C5SC04754D). Subsequent peer-reviewed reports include a paper in the European Journal of Pharmacology 2017 (ScienceDirect S0014299917303059), an American Journal of Obstetrics and Gynecology 2016 abstract (S0002-9378(16)31706-9), a Journal of the American Heart Association 2020 paper (DOI 10.1161/JAHA.119.015748) and a lipidated-analog paper in the International Journal of Molecular Sciences 2023;24:6616. All identified reports are in-vitro or rodent. No ClinicalTrials.gov registration under 'B7-33' was identified, no controlled human trial was identified, and no marketing authorization exists in any jurisdiction. This is a description of what has been published and where, by study type and identifier.
4 Storage & specification
- Storage
- Lyophilized powder, -20 degrees C plus or minus 5 degrees C, desiccated with in-pack desiccant, sealed under nitrogen in amber or foil-overwrapped glass, protected from light. Photoprotection is a specification item and not a preference on this molecule because of the tryptophan indole; the nitrogen headspace is likewise a specification item because of the methionine. 2-8 degrees C is acceptable for transit and for working stock held no longer than 30 days. Vials are equilibrated to room temperature before opening.
- Shelf life
- Provisional 24 months at -20 degrees C plus or minus 5 degrees C, assigned by protocol and not measured. The interval is provisional pending a three-lot ICH Q1A study with an ICH Q1B option 2 photostability arm, long-term at -20 degrees C and accelerated at 25 degrees C and 60 percent relative humidity, with Met19 sulfoxide, Trp22 oxidation products and water content as the indicating attributes. The label is shortened on data and never extended without a completed dataset.
This record reports identity, specification and study design. It does not state what the article does in a human body. Supplied under the caution: “CAUTION: Contains a new drug for investigational use only in laboratory research animals or for tests in vitro. Not for use in humans.”
